TY - JOUR
A1 - Christl, Manfred
A1 - Schreck, M.
T1 - 7-Arylbicyclo[4.2.0]oct-1-ene - Synthese durch [2+2]-Cycloadditionen von 1,2-Cyclohexadien sowie 1-Methyl-1,2-cyclohexadien und thermische Äquilibrierung der exo/endo-Isomeren
T1 - 7-Arylbicyclo[4.2.0]oct-1-eaes - Synthesis by [2+2]Cycloadditions of 1,2-Cyclohexadiene and 1-Methyl-l,l-cyclohexadiene and Thermal Equilibration of the exo/endo Isomers
N2 - Das exo/endo--lsomerenverhältnis Ja: Jb bei der bekannten [2 + 2]-Cycloaddition von Styrol an 1,2-Cyclohexadien (2) wurde als tempcraturabhingiaaefunden. Der Einsatz von (Z)-Dcutcriostyrollicfene den Beweis der Zweistufiakeit dieser Reaktion, und das Diradikal 4 wird als wahrscheinlichste Zwischenstufe anaesehen. Erhitzen von Jb auf 140-170°C führte zur Binstellung des thermodynamischen Gleichgewichts mit Ja (Ja:3b = 93:7), wobei wieder das Diradikal4 als Zwischenstufe fungieren dürfte. Mit Hilfe kinetischer Messungen ermittelte man die Aktivierungsparameter für das System Ja~ 3b. - Aus 2 und den Abfangreagenzien p-Methoxystyrol, 1,1-Diphenylethylen sowie 1-Phenylpropen gingen mit bescheidenen Ausbeuten die Titelverbindungen 6a, b, 7 bzw. 8 hervor. Analoa zu 2 wurde sein l-Methylderivat 13 aus 6,6-Dibrom-1-methylbicyclo[3.1.0]hexan (9) durch Methyllithium freigesetzt. In Gegenwart von Styrol entstand neben den Abfanaprodukten 14a, b auch das Dimere 12 von lJ. - Die 1H-NMR-Spektren der Titelverbindungen belegen eine starre Halbsesselkonformation des Cyclohexentcils mit äquatorial anellienem Cyclobutanring.
N2 - The exofendo ratio of tbe isomers 3a, b formed in the kuown [2 + 2] cycloaddition of styrene to 1 ,2-cyclohexadiene (2) has been found to depend on the tempcrature. The utilization of (Z)deuteriostyrene provided the proof of the stepwise nature of this reaction with thc diradical 4 as the most probable intennediatc. Heating of 3b at l40-170°C established the thermodynamic equilibrium between Ja and Jb (3a:3b = 93:7) and again 4 is assumed to be the intermediatc. By means of kinetic measurements the activation parameten ofthe system 3a ~ Jb have been detcrmined. - From 2 and the trapping reagents p-metboxystyrene, 1,1-diphenylethylene, and 1-phenylpropene the title compounds 6a, b, 7, and 8, respectively, were formed in low yields. In analogy to 2 its 1-methyl derivative 13 has been generated from 6,6-dibromo-l-methylbicyclo[3.t.O]hexane (9) with methyUithium. From the reaction in the presence of styrcne the trappina products 14a, b were isolated in addition to the dimer ll of 13. - The 1H NMR spectra of the title compounds support a rigid halfchair conformation of the cyclohexene moiety with the cyclobutane ring ancllatcd equatorially.
KW - Organische Chemie
Y1 - 1987
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58352
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Leininger, Hartmut
T1 - 7-Azatetracyclo[4.1.0.02,4.03,5]heptan - ein neues Valenzisomeres des Azepins
N2 - No abstract available
Y1 - 1979
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30034
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Brunn, E.
A1 - Roth, W. R.
A1 - Lennartz, H.-W.
T1 - 7-Methyl- and 7-Phenylcyclohepta-1,3,5-trienes from Benzvalene Via 3,3a,4,5,6,6a-Hexahydro-4,5,6-methenocyclopentapyrazoles and Tetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptanes
N2 - No abstract available
KW - Organische Chemie
Y1 - 1989
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58471
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Buchner, Wolfgang
T1 - 13C-NMR-Spektren von Tetracyclo[4.1.0.02,4.03,5]heptanen, Tetracyclo[5.1.0.02,4.03,5]octanen und Tricyclo[4.1.0.02,7]hept-3-enen. Ungewöhnliche beta- und gamma-Substituenteneffekte
N2 - No abstract available
Y1 - 1978
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30087
ER -
TY - JOUR
A1 - Christl, Manfred
T1 - \(^{13}\)-NMR-Spektren von Bicyclo[n.1.0]kohlenwasserstoffen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1975
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57977
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Warren, J. D.
A1 - Hawkins, B. L.
A1 - Roberts, J. D.
T1 - \(^{13}\)C and \(^{15}\)N Nuclear Magnetic Resonance Spectroscopy of Nitrile Oxides and Related Reaction Products : Unexpected \(^{13}\)C and \(^{15}\)N Nuclear Magnetic Resonance Parameters of 2,4,6-Trimethylbenzonitrile Oxide
N2 - No abstract available
KW - Organische Chemie
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57894
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Herzog, C.
T1 - \(^{13}\)C-NMR-Spektroskopie: Besondere Hochfeldeffekte in Bicyclo[4.1.1]- und Tricyclo[5.1.0.0\(^{2,8}\)]octan-Systemen (1,3-Cycloheptadien-Effekt) und besondere Tieffeldeffekte in Dihalogenbicyclo[2.1.1]hex-2-enen (Cyclopenten-Effekt)
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58334
ER -
TY - JOUR
A1 - Bast, K.
A1 - Christl, Manfred
A1 - Huisgen, R.
A1 - Mack, W.
T1 - Additionen der Nitriloxide an CN-Mehrfachbindungen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1972
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57879
ER -
TY - JOUR
A1 - Bast, K.
A1 - Christl, Manfred
A1 - Huisgen, R.
A1 - Mack, W.
A1 - Sustmann, R.
T1 - Additionen des Benzonitriloxids an olefinische und acetylenische Dipolarophile
N2 - No abstract available
KW - Organische Chemie
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57905
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Mattauch, B.
A1 - Irngartinger, H.
A1 - Goldmann, A.
T1 - Additionen von Benzvalen an Nitriloxide. Eine Synthese für Benzvalen-3-carbonitril
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58269
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Huisgen, R.
T1 - Alte und neue Cycloadditionen der Nitriloxide
N2 - No abstract available
Y1 - 1968
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30237
ER -
TY - JOUR
A1 - Christl, Manfred
T1 - Benzvalen - Eigenschaften und Synthesepotential
N2 - No abstract available
Y1 - 1981
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30041
ER -
TY - JOUR
A1 - Herbert, R.
A1 - Christl, Manfred
T1 - Bicyclo[2.1.1]hexane aus Tricyclo[3.1.0.0\(^{2,6}\)]hexanen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1979
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58042
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Herzog, C.
A1 - Nusser, R.
T1 - Bicyclo[4.1.1]octa-2,4-dien, -oct-2-en, -oct-3-en und -octan aus Norpinen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58326
ER -
TY - JOUR
A1 - Christl, Manfred
T1 - Carbon-13 Chemical Shifts and 13C-15N Coupling Constants of 3,4-Dihydroisoquinoline-15N, its 15N-Oxide and their Conjugate Acids
N2 - No abstract available
Y1 - 1975
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30071
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Leininger, Hartmut
A1 - Brunn, Erich
T1 - Carbon-13 Nuclear Magnetic Resonance Spectra of 7-Heterotetracyclo[4.1.0.02,4.03,5]heptanes. Annelation Effects of Aziridine, Oxirane, and Thiirane Rings. Unusual gamma and delta Substituent Effects
N2 - No abstract available
Y1 - 1982
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30010
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Roberts, John D.
T1 - Carbon-13 Nuclear Magnetic Resonance Spectroscopy : Conformational Analysis of Methyl-Substituted Cycloheptanes, Cycloheptanols, and Cycloheptanones
N2 - The 130 chemical shifts were determined of the carbons in 12 cycloheptanes, 21 cycloheptanols, and 8 cycloheptanones. In some cyc1oheptanols and cyc1oheptanones, the assignments have been obtained unambiguously by the synthesis of deuterated derivatives and the use of paramagnetic-shift reagents. Substituent effects for the different types of groups have been calculated. The most informative data about the cyc10heptane conformations were provided by the relatively well understood I' effects. The results are generally in,good agreement with predictions based on the twist-chair form, which has been predicted by Hendrickson to be the most stable conformation. Pairs of cis-trans isomers are found to have rather characteristic differences in their 130 spectra. This fact was used to assign the resonances found for cis-trans mixtures of methyl-substituted cyc1oheptanols to specific isomers.
Y1 - 1972
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-41663
ER -
TY - JOUR
A1 - Kim, E.
A1 - Christl, Manfred
A1 - Kochl, J. K.
T1 - Charge-Transfer Cycloaddition of Homobenzvalene with Tetracyanoethylene
N2 - The transient yellow color observed in the cycloaddition of homobenzvalene (HB) with tetracyanoethylene (TCNE) is associated with the charge-transfer complex [HB, TCNE). The deliberate photoexcitation of [HB,TCNE) affords a mixture of charge-transfer cycloadducts (1, 2, and 3) that differs from that obtained in thermal cycloaddition. The relationship of {HB t TCNE•) radical-ion pair (as the critical reactive intermediate in charge-transfer cycloaddition) to the activation process for thermal cycloaddition is discussed.
KW - Organische Chemie
KW - Electron transfer
KW - photochemical
KW - Radical-ion pair
KW - Photochemistry
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58537
ER -
TY - JOUR
A1 - Hegmann, Joachim
A1 - Christl, Manfred
A1 - Peters, Karl
A1 - Peters, Eva-Maria
A1 - Schnering, Hans Georg
T1 - Conjugated and Nonconjugated Cyclopentenones by a Reaction Cascade from Methyl 6-0xo-5-phenyl-1,3,4-oxadiazine-2-carboxylate and 1,3-Butadienes
N2 - No abstract available
Y1 - 1988
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30207
ER -
TY - JOUR
A1 - Christl, Manfred
T1 - Cycloaddition an Benzvalen
N2 - No abstract available
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30217
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lanzendörfer, U.
A1 - Grötsch, M. M.
A1 - Ditterich, E.
A1 - Hegmann, J.
T1 - Cycloadditionen von 1,3,4-0xadiazin-6-onen (4,5-Diaza-alpha-pyronen), 9 - 6-Oxo-5-phenyl-1,3,4-oxadiazin-2-carbonsäure-methylester - Synthese und Reaktionen mit Norbornen, Norbornadien, Cyclopropenen, Cyclobuten und Benzvalen
N2 - No abstract available
KW - Organische Chemie
KW - 1
KW - 3
KW - 4-0xadiazin-6-ones
KW - Diels-Alder reactions
KW - y-Oxoketenes
KW - ß-Lactones
KW - bicyclic
KW - Enol Iactones
KW - alpha
KW - ß-unsaturated
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58569
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lanzendörfer, F.
A1 - Hegmann, J.
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Cycloadditionen von 6-0xo-l,3,4-oxadiazinen (4,5-Diaza-α-pyronen), 3 : Reaktionen von 6-Oxo-2,5-diaryl-1,3,4-oxadiazinen mit Alkenen
T1 - Cycloadditions of 6-0xo-l,3,4-oxadiazines (4,5-Diaza-α-pyrones), 3 : Reactions of 6-0xo-2,5--diaryl-l,3,4-oxadiazines with Alkenes
N2 - Das bekannte 6-0xo-2,5-diphenyl-6H-l,3,4-oxadiazin (1 a) und die neuen 2,5-Diarylderivate 1 b - g lagern Alkene an, und es entstehen stickstofIfreie Produkte. Im Falle von Cyclopropenen und Cyclobuten bilden sich die a,p-ungesättigten Siebenring-Enollactone 42 -45 bzw. das a,ß-ungesättigte Achtring-Enollacton 47. 42a und d erleiden an basischem Aluminiumoxid die H-Verschiebung zu den ß,y-ungesättigten Siebenring-Enollactonen 46a bzw. d. Bei weiteren Olefinen wurden die 'Y-Ketoketene des Typs 33 als Zwischenprodukte nachgewiesen oder sind aufgrund der Konstitution der Endprodukte wahrscheinlich. Aus 1 a werden mit Norbomen, Norbornadien, Cyc1openten, trans-Cycloocten und Styrol die Sechsring-Enollactone 10, 13, 15, 19 bzw. 21 und 22 erhalten. 10 isomerisiert mit Kalium-tert-butoxid zu 34, und die Methanolyse dieser Enollactone erbringt die diastereomeren Methy]ester 12 bzw. 35. Das y-Ketoketen 16 aus trans-Cycloocten nimmt schneller Wasser und Methanol zu 17 bzw. 18 auf als es zum Enollacton 19 cyclisiert. cis,trans-l,5-Cyc1ooctadien erbringt über die Stufe des nachgewiesenen y-Ketoketens 40 in einer intramolekularen [2 + 2J-Cyc1oaddition den Tricyclus 41. Tetracyclische Verbindungen des Typs 4 gehen aus der Umsetzung von Benzvalen (2) mit 1 hervor. Durch Röntgenstrukturanalysen wurden Konstitution und Konfiguration von 10, 19 und 41 aufgeklärt
N2 - Cycloaddition of the known 6-oxo-2,5-diphenyl-6H-1,3,4-oxadiazine (1 a) and the new 2,5- diaryl derivatives 1 b - g with various alkenes yield nitrogen free products. Using cyclopropenes and cyclobutene, a,~-unsaturated seven-membered enollactones 42-45 and the C't,ßunsaturated eight-membered enollactone 47 are formed, respectively. In the presenee of basic aluminium oxide 42a and d undergo a hydrogen migration to form the ß.y-unsaturated enollactones 46a and d, respectively. With other alkenes, y-ketoketenes 33 have been observed, or are assumed to be intennediates, based on the structure of the isolated products. Tbe six-mernbered enollactones 10, 13, 15, 19, and 21 and 22 have been obtained with norbomene, norbornadiene, cyclopentene, trans-cyclooctene, and styrene. Cornpound 10 isomerizes to 34 on treatment with potassium tert-butoxide. The rnethanolyses of these enollactones result in the formation of the diastereomeric methyl esters 12 and 35. The yketoketene 16 forrned from trans-cyc1ooctene gives acid 17 and ester 18 with water and methanol, respectively. These reactions are faster than the cyc1ization to enollactone 19. From cis,trans-l,5-cyclooctadiene the more short-lived y-ketoketene 40 is formed. which undergoes intramolecular [2 + 2] cycloaddition, giving rise to the tricyclic cyclobutanone derivative 41. Tetracyclic products of type 4 are generated from benzvalene (2) and 1. The structures and configurations of compounds 10, 19, and 41 have been determined by means of X -ray analyses.
KW - Organische Chemie
Y1 - 1985
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58191
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lanzendörfer, U.
A1 - Grötsch, M. M.
A1 - Hegmann, J.
A1 - Ditterich, E.
A1 - Hüttner, G.
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Cycloadditionen von 6H-1,3,4-0xadiazin-6-onen (4,5-Diaza-α-pyronen), 12 - Dieckmann-Kondensationen ohne Basen
T1 - Cycloadditions of 6H-1,3,4-0xadiazin-6-ones (4,5-Diaza-α-pyrones), 12 - Dieckmann Condensations without Bases
N2 - No abstract available
KW - Organische Chemie
KW - 1
KW - 3
KW - 4-0xadiazine-2-carboxylate
KW - methyl 6-oxo-5-phenyl-
KW - Diels-Alder reactions
KW - Ketenes
KW - y-oxo-
KW - 1
KW - 2-Cyclopentanedione derivatives
KW - Adipic acid
KW - substituted 2-oxo- dimethyl esters
Y1 - 1993
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58665
ER -
TY - JOUR
A1 - Feineis, E.
A1 - Schwarz, H.
A1 - Hegmann, J.
A1 - Christl, Manfred
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Cycloadditionen von 6H-1,3,4-0xadiazin-6-onen (4,5-Diaza-α-pyronen), 13 - Diels-Alder-Reaktionen mit 6H-1,3,4-Oxadiazin-6-onen als Dienophil
T1 - Cycloaddltions of 6H-1,3,4-0xadiazin-6-ones (4,5-Diaza-α-pyrones), 13 - Diels-Alder Reactions wtth 6H-1,3,4-0xadiazin-6-ones as Dienophile
N2 - No abstract available
KW - Organische Chemie
KW - 6H-1
KW - 3
KW - 4-0xadiazin-6-ones
KW - 1
KW - 2-Bismethylenecyclohexane
KW - Diels-Alder reactions
KW - [1
KW - 3
KW - 4]0xadiazino[4
KW - 5-b]isoquinolin-1-one derivatives
KW - Bicyclo[2.1.l]hexan-5-one
KW - highly substituted
Y1 - 1993
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58673
ER -
TY - JOUR
A1 - Jelinek-Fink, H.
A1 - Christl, Manfred
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Cycloallene, 7 : Ein Siebenringallen-Dimer: Darstellung aus einem 7,7-Dibromnorcaran-Derivat und Thermolyse
T1 - Cycloallenes, 7 : A Seven-Membered-Ring Allene Dimer: Preparation from a 7,7-Dibromonorcarane Derivative and Thermolysis
N2 - No abstract available
KW - Organische Chemie
KW - Bisbenzo[ 4
KW - 5]cyclohepta[ 1
KW - 2-α:2'
KW - 1' -c]naphthalene
KW - hexahydro-
KW - 7-Norcaranylidene carbenoid
KW - substituted
KW - Cycloallene dimerization
KW - Tetrakis(arylmethylene)ethane diradical
KW - 1
KW - 2-Bismethylenecyclobutanes
Y1 - 1991
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58603
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Braun, Martin
A1 - Wolz, E.
A1 - Wagner, W.
T1 - Cycloallene, 9 - 1-Phenyl-1-aza-3,4-cyclohexadien, das erste Isodihydropyridin: Erzeugung und Abfangreaktionen
T1 - Cycloallenes, 9 - 1-Phenyl-1-aza-3,4-cyclohexadiene, the First Isodihydropyridine: Generation and Interception
N2 - No abstract available
KW - Organische Chemie
KW - Isoquinolines
KW - hexahydro-
KW - Cyclobuta[c}pyridines
KW - hexahydro-
KW - Cycloadditions
KW - [2 + 2]- and [4 + 2]-
KW - 3-Azabicyclo{3
KW - 1
KW - 0]hexane
KW - 6
KW - 6-dibromo-3-phenyl-
KW - 2
KW - 4-Pentadienylamine
KW - 3-n-butyl-N-phenyl-
Y1 - 1994
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58714
ER -
TY - JOUR
A1 - Stangl, R.
A1 - Jelinek-Fink, H.
A1 - Christl, Manfred
T1 - Darstellung phenylsubstituierter Derivate des Tricyclo[4.1.0.0\(^{2,7}\)]heptans und des 1,2,3,4-Tetrahydro-1,2,3-methenonaphthalins
N2 - No abstract available
KW - Organische Chemie
KW - Bicyclo[3.2.0.02
KW - 7]heptane derivatives
KW - Norcaranes
KW - 7
KW - 7-dibromo
KW - lH-Cyclopropa[a]naphthalenes
KW - 1
KW - 1-dibromo-1a
KW - 2
KW - 3
KW - 7b-tetrahydro-
KW - Carbene insertion
KW - Bicyclo[1.1.0]butane derivatives
Y1 - 1992
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58610
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lang, R.
A1 - Reimann, W.
A1 - Irngartinger, H.
T1 - Darstellung und Röntgenstrukturanalyse des Diels-Alder-Addukts von 4-Phenyl-4H-1,2,4-triazol-3,5-dion an Octavalen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1984
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58162
ER -
TY - JOUR
A1 - Brüntrup, Gisela
A1 - Christl, Manfred
T1 - Darstellung und Thermolyse der Hexamethyldewarbenzol-Cycloaddukte aromatischer Nitriloxide und des Diphenylnitrilimins
N2 - No abstract available
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30257
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Freitag, G.
T1 - Das Tricyclo[4.1.0.0\(^{2,7}\)]heptenyl-Kation, ein neues Isomer des Tropylium-Ions
N2 - No abstract available
KW - Organische Chemie
Y1 - 1976
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57985
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Freitag, G.
A1 - Brüntrup, G.
T1 - Der Aufbau des Tetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptan-Systems durch Addition halogensubstituierter Carbene an Benzvalen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1978
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58019
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Herbert, R.
T1 - Der Einfluß anellierter Ringe auf die \(^{13}\)C-NMR-chemischen Verschiebungen von Tricyclo[3.1.0.0\(^{2,6}\)]hexan- und Bicyclo[2.1.1]hexan-Derivaten
N2 - No abstract available
KW - Organische Chemie
Y1 - 1979
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58058
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Brückner, D.
T1 - Der Einfluß von Phenylgruppen auf die Homokonjugation im Bicyclo[3.2.1]octa-3,6-dien-2-yl-Anion. Eine \(^{13}\)C-NMR-Studie
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58288
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lanzendörfer, F.
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Die Reaktionen von 2,5-Diaryl-1,3,4-oxadiazin-6-onen mit trans-Cycloocten, cis,trans-Cyclooctadien und Cyclopropenen
N2 - The transient [4+2]-cycloadducts from the title components eliminate nitrogen to form a 3,4-dihydro-2-pyrone derivative, a tricyclic cyclobutanone derivative and 2,5-dihydrooxepin-2-one derivatives, respectively.
KW - Organische Chemie
Y1 - 1983
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58156
ER -
TY - JOUR
A1 - Hegmann, Joachim
A1 - Christl, Manfred
A1 - Peters, Karl
A1 - Peters, Eva-Maria
A1 - Schnering, Hans Georg von
T1 - Die Reaktionskaskade von 6-Oxo-5-phenyl-1,3,4-oxadiazin-2-carbonsäure-methylester und 1,3-Butadienen zu konjugierten und nichtkonjugierten Cyclopentenonen
N2 - Fünfgliedrige Carbocyclen sind Bauelemente zahlreicher NaturstofTe und daher attraktive Syntheseziele. Da bisher kein Syntheseverfahren mit großer Anwendungsbreite bekannt ist, sind neue Methoden willkommen. Wir berichten hier über Umsetzungen des Titelheterocyclus 1 mit l,3-Butadienen 1; diese Reaktionen, obwohl vielstufig, liefern im Eintopfverfahren konjugierte und nichtkonjugierte Cyclopentenone und gestatten auch die Fünfringanellierung.
KW - Organische Chemie
Y1 - 1988
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58421
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Brüntrup, Gisela
T1 - Diimine Reduction and Ozonolysis of Benzvalene
N2 - Via reduction of benzvalene (1) with diirnine tricyclo[3.1.0.02•6]hexane is obtained in good yield. The procedure renders 3, which has already been synthesized by Lemal and Shim, accessible much easier and in larger quantities. IH and 13C n.m.r. spectroscopic data are discussed. Both the thermal and the AgBF4-catalyzed rearrangernent of 3 yield 1,3-cyclohexadiene (8). - The ozonolysis of 1 with subsequent LiAIH4-reduction results in cis-I,3- bis(hydroxyrnethyl)cyclobutane (13a).
N2 - Durch Reduktion von Benzvalen (1) mit Diimin wird das Tricyc1o[3.1.0.02•6]hexan (3) in guter Ausbeute erhalten. Das Verfahren macht das bereits von Lemal und Shim dargestellte 3 erheblich leichter und in größeren Mengen zugänglich. IH- und 13C-NMR-spektroskopische Daten werden diskutiert. Sowohl die thermische als auch die AgBF4-katalysierte Umlagerung von 3 führt zu 1,3-Cyclohexadien (8). - Die Ozonolyse von 1 mit anschließender LiAlH4-Reduktion ergibt das cis-l,3-Bis(hydroxymethyl)cyclobutan (13a).
KW - Organische Chemie
Y1 - 1974
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57953
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lüddecke, H.-J.
A1 - Nagyrevi-Neppel, A.
A1 - Freitag, G.
T1 - Einige Diels-Alder-Additionen des Benzvalens
N2 - No abstract available
KW - Organische Chemie
Y1 - 1977
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57992
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lechner, M.
T1 - Einige Reaktionen des 8,8-Dibromtetracyclo[5.1.0.0\(^{2,4}\).0\(^{3,5}\)]octans
N2 - No abstract available
KW - Organische Chemie
Y1 - 1982
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58108
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Krimm, Stefan
A1 - Kraft, Arno
T1 - Einige Valene von benzanellierten fünfgliedrigen Heteroarenen - Synthesen und NMR-Spektren
N2 - No abstract available
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-31559
ER -
TY - JOUR
A1 - Irngartinger, H.
A1 - Reimann, W.
A1 - Lang, R.
A1 - Christl, Manfred
T1 - Electron Density Distribution in a Bicyclo[l.l.0]butane
N2 - No abstract available
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-31576
ER -
TY - JOUR
A1 - Gleiter, Rolf
A1 - Bischof, Peter
A1 - Christl, Manfred
T1 - Electronic Structure of Octavalene : Photoelectron Spectroscopic Investigations
N2 - The He I photoelectron (PE) spectra of octavalene (5) as weil as its hydrogenated products 6-8 have been investigated. The assignment given is based on an empirical comparison of 5-8 with related compounds, a ZDO model, and semiempirical and ab initio calculations. Within the ZDO model the interaction between the buta.diene moiety and the bicyclobutane fragment of 5 is described by a resonance integral of -2.3 eV. The orbitalsequence of 5 is found tobe 2a\(_2\) (\(\pi\)-\(\sigma\)), 9a\(_1\) (\(\sigma\)), 3b1 (\(\pi\) - \(\sigma\)), 1a\(_2\) (\(\sigma\) + \(\pi\)), 2b\(_1\) (\(\sigma\) + \(\pi\)).
KW - Chemie
KW - Octavalen
KW - Photoelektron
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-31588
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Gerstner, E.
A1 - Kemmer, R.
A1 - Llewellyn, G.
A1 - Bentley, T. W.
T1 - Elektrophile Additionen an das Bicyclo[1.1.0]butan-System von 1-Phenyl- und 1-(4-Anisyl)tricyclo[4.1.0.0\(^{2,7}\)]heptan: Säure-katalysierte Reaktionen mit Wasser und Methanol, Anlagerung von Essigsäure und Oxymercurierung
N2 - No abstract available
KW - Organische Chemie
KW - 6-Norpinanols
KW - 6-aryl-
KW - preparation
KW - 6-Norpinyl 3
KW - 5-dinitrobenzoates
KW - hydrolysis
KW - Carbocations
KW - generation and rearrangement
KW - 2-Norcaranols
KW - 1-aryl-
KW - Cyclohept-3-en-1-ols
KW - 3-aryl-
KW - conformation
Y1 - 1994
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58696
ER -
TY - JOUR
A1 - Gerstner, E.
A1 - Kemmer, R.
A1 - Christl, Manfred
T1 - Elektrophile Additionen an das Bicyclo[1.1.0]butan-System von Tricyclo[4.1.0.0\(^{2,7}\)]-heptan-Derivaten: Halogen-Elektrophile
T1 - Electrophilic Additions to the Bicyclo[l.l.O)butane System of Tricyclo[4.1.0.0\(^{2,7}\)]heptane Derivatives: Halogen Electrophiles
N2 - No abstract available
KW - Organische Chemie
KW - Norpinanes
KW - preparation
KW - Carbocations
KW - classical and nonclassical
KW - Neighbouring group participation
KW - Halonium ions
KW - Migratory aptitudes in carbocations
Y1 - 1994
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58700
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Braun, Martin
T1 - Freisetzung und Abfangreaktionen von 1-Oxa-2,3-cyclohexadien
T1 - Generation and Interception of 1-0xa-2,3-cyclohexadiene
N2 - Umsetzung von 6,6-Dichlor-2-oxabicyclo[3.1.0)hexan (4a) in Styrol mit n-Butyllithium lieferte neben Polystyrol und t-Chlor-1- pbenylhexan (6) in geringer Ausbeute die Tet~hydrocyclobutapyrane 5, die Abfangprodukte des aus 4a generierten t-Oxa-2,3- cyclobexadiens (3). Das unbeständige 6,6-Dibrom-2-oxabicyclo( J.l.O]hexan (4b) wurde bei -60°C erzeugt un~ bei -30°C mit Methyllithium in Gegenwart von Styrol umgesetzt, woraus die Produkte 5 mit 24% Ausbeute hervorgingen. Als bei 20°C beständige Quelle für 3 erwies sich exo-6-Brom-e~o-6-fluor-2-oxabicyclo[ J.t.O]bexan (9), das aus 2,3-Dihydrofuran und Bromßuorcarben mit 25% Ausbeute bereitet wurde. Behandlung von 9 in Styrol, 2
KW - 4.03
KW - 5]beptanes
KW - Long-range coupling constants
KW - mtrogen extruston
Y1 - 1989
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58489
ER -
TY - JOUR
A1 - Herzog, C.
A1 - Lang, R.
A1 - Brückner, D.
A1 - Kemmer, P.
A1 - Christl, Manfred
T1 - Norpinene (Bicyclo[3.1.1]hept-2-ene) aus Homobenzvalenen (Tricyclo[4.1.0.0\(^{2,7}\)]hept-3-enen)
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58302
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Roberts, J. D.
T1 - Nuclear Magnetic Resonance Spectroscopy : Carbon-13 Chemical Shifts of Small Peptides as a Function of pH
N2 - No abstract available
KW - Organische Chemie
Y1 - 1972
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57885
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Reich, H. J.
A1 - Roberts, J. D.
T1 - Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts of Methylcyclopentanes, Cyclopentanols, and Cyclopentyl Acetates
N2 - No abstract available
KW - Organische Chemie
Y1 - 1971
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57862
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Türk, M.
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Octahydro-1,2,3:4,5,6-dimethenopentalen-2-carbonitril, das erste Derivat eines noch unbekannten (CH)\(_{10}\)-Kohlenwasserstoffs
N2 - No abstract available
KW - Organische Chemie
Y1 - 1994
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58728
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Türk, M.
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Octahydro-1,2,3:4,5,6-dimethenopentalene-2-carbonitrile, the First Derivative of a Yet-Unknown (CH)\(_{10}\)-Hydrocarbon
N2 - No abstract available
KW - Organische Chemie
Y1 - 1994
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58731
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lanzendörfer, Ulrike
A1 - Freund, Silke
T1 - Olefinadditionen an 2,5-Diphenyl-1,3,4-oxadiazin-6-on
N2 - No abstract available
Y1 - 1981
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-41525
N1 - Prof. Siegfried Hünig zum 60. Geburtstag gewidmet
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Leininger, Hartmut
A1 - Brückner, Dieter
T1 - On the Nature of the Bicyclo [3.2.1]octa-3,6-dien-2-yl Anion: A 13C NMR spectroscopic study
N2 - No abstract available
Y1 - 1983
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30060
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Huisgen, R.
T1 - Orientierungsphänomene bei der Cycloaddition aliphatischer und aromatischer Nitriloxide an α,β-ungesättigte Carbonester
N2 - No abstract available
KW - Organische Chemie
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57942
ER -
TY - JOUR
A1 - Leininger, H.
A1 - Christl, Manfred
T1 - Oxidationsreaktionen am Benzvalen: Ozonolyse, cis-Hydroxylierung, Epoxidation und Singulettsauerstoff-Addition
N2 - No abstract available
KW - Organische Chemie
Y1 - 1980
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58088
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Braun, Max
T1 - Photocycloadditionen des Benzvalens
N2 - No abstract available
KW - Organische Chemie
Y1 - 1989
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58492
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Braun, Max
T1 - Photocycloadditions of Benzvalene
N2 - No abstract available
KW - Organische Chemie
Y1 - 1989
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58506
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lanzendörfer, U.
A1 - Grötsch, M. M.
A1 - Hegmann, J.
T1 - Primäraddukt, γ-Ketoketen und einige Folgeprodukte der Reaktion von 6-Oxo-5-phenyl-1,3,4-oxadiazin-2-carbonsäure-methylester mit Norbornen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1985
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58220
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Brunn, Erich
A1 - Lanzendorfer, Franz
T1 - Reactions of Benzvalene with Tetracyanoethylene, 2,3-Dichloro-5,6-dicyano-rho-benzoquinone, Chlorosulfonyl Isocyanate, and Sulfur Dioxide. Evidence for Concerted 1,4-Cycloadditions to a Vinylcyclopropane System
N2 - No abstract available
Y1 - 1984
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30052
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lang, Reinhard
A1 - Herzog, Clemens
A1 - Stangl, Roland
A1 - Peters, Karl
A1 - Peters, Eva-Maria
A1 - Schnering, Hans Georg von
T1 - Reaktion von Homobenzvalen mit Tetracyanethylen : Bildung eines Tetracyandihydrobarbaralan- und eines Tetracyancyclopropan-Derivats
N2 - In den Reaktionen von Tetracyanethylen (TCNE) und 5,6-Dichlor-2,3-dicyan-p-benzochinon mit Benzvalen haben wir kürzlich die ersten Beispiele für die lange gesuchte einstufige 1,4-Cycloaddition eines Alkens an ein Vinylcyclopropan gcfunden(I~J. Sie ist als [(.,2.+.2s)+ 112J-Prozeß der Dicls-Alder-Addition nahe verwandtllbl. Allerdings entsteht das betreffende TCNE-Addukt, ein Dihydrosemibullvalen-Derivat, nur in einer Ausbeute von wenigen Prozent. Die Hauptprodukte gehen aus einer Zwitterionischen Zwischenstufe hervor, die durch Anlagerung von TCNE an die Benzvalen-n-Bindung resultiert.
Professor Rolf Huisgen zum 65. Geburtstag gewidmet
KW - Chemie
KW - Homobenzvalene
Y1 - 1985
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-31839
ER -
TY - JOUR
A1 - Huisgen, R.
A1 - Christl, Manfred
T1 - Reaktionen der Knallsäure mit ungesättigten Verbindungen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57927
ER -
TY - JOUR
A1 - Reuchlein, H.
A1 - Kraft, A.
A1 - Christl, Manfred
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Reaktionen von Bicyclo[2.1.1]hexenen mit 1,3,4-Oxadiazin-6-onen und dynamische Effekte einem in neungliedrigen, überbrückten, α,β-ungesättigten Enollacton
N2 - No abstract available
KW - Organische Chemie
KW - 1
KW - 3
KW - 4-0xadiazin-6-ones
KW - Diels-Alder reactions
KW - Enol Iactones
KW - Lactone conformations
KW - Line-shape analysis
Y1 - 1991
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58577
ER -
TY - JOUR
A1 - Lang, R.
A1 - Herzog, C.
A1 - Stangl, R.
A1 - Brunn, E.
A1 - Braun, M.
A1 - Christl, Manfred
A1 - Peters, K.
A1 - Peters, E.-M.
A1 - Schnering, H. G. von
T1 - Reaktionen von Homobenzvalenen mit 4-Phenyl-3H-1,2,4-triazol-3,5(4H)-dion, Tetracyanethylen, Chlorsulfonylisocyanat und Schwefeldioxid. Einige konzertierte 1,4-Additionen an eine Vinylcyclopropan-Einheit
T1 - Reactions of Homobenzvalenes wlth 4-Phenyl-3H-1,2,4-trlazole-3,5(4H)-dione, Tetracyanoethylene, Chlorosulfonyl Isocyanate, and Sulfur Dioxide. Several Concerted 1,4-Additions to a Vinylcyclopropane Subunit
N2 - No abstract available
KW - Organische Chemie
KW - 6-Thiatricyclo[3.2.1.o 2.7 ]oct-3-ene 6
KW - 6-dioxide
KW - Homo Diels-Alder reactions
KW - Cyclopropanetetracarbonitrile derivatives
KW - Barbaralane derivatives
KW - Urazoles
KW - polycyclic
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58527
ER -
TY - JOUR
A1 - Korth, H.-G.
A1 - Müller, W.
A1 - Sustmann, R.
A1 - Christl, Manfred
T1 - Rearrangement of Free Radicals, XII. ESR Spectroscopic Study of the Ring Opening of the Homobenzvalenyl Radical
N2 - Abstraction of an allylic hydrogen atom in homobenzvalene (4) either in solurion by photolyticaßy generated tert-butoxyl radicals or in an adamantane matrix by X-rays produces the homobcnzvalenyl radical (5). which tbennally rearranps · to tbe tropylium ndical (1). In solution tbe activation cnergy for the rate determined step of the reaction sequence was detennined· to be 13.4 ± O.S kcal/mol.
KW - Organische Chemie
Y1 - 1987
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58376
ER -
TY - JOUR
A1 - Bast, K.
A1 - Christl, Manfred
A1 - Huisgen, R.
A1 - Mack, W.
T1 - Relative Dipolarophilen-Aktivitäten bei Cycloadditionen des Benzonitriloxids
N2 - No abstract available
KW - Organische Chemie
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57935
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Freund, S.
A1 - Henneberger, H.
A1 - Kraft, A.
A1 - Hauck, J.
A1 - Irngartinger, H.
T1 - Several Polycyclic Valence Isomers of Dimethyl [14]Annulene-1,8-dicarboxylate. Reactivity of a "Nonconjugated" Bis(bicyclo[1.1.0]butane)
N2 - Diels-Alder reaction of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate (5) with benzvalene (4), norbornene, and norbornadiene afforded the azo compounds 7 and 8. Theseare derivatives of 2,3-diazabicyclo[2.2.2]oct-2-ene as is azo compound 3, which had been obtained previously from 5 and 2 equiv of benzvalene (4). The photochemical extrusion of nitrogen from 3, 7, and 8 has been studied. Whereas 7 and 8 on direct irradiation in benzene gave rise exclusively to the bicyclo[2.2.0]hexane derivatives 9 and 10, respectively, from 3 in addition to the bicyclo[2.2.0]hexane 11, the diolefin 1l was formed. Diolefin 12 has cisdouble bonds in the nine-membered ring and is fixed in a boat conformation in a manner so that the two bicyclobutane systems approach each other very closely. This geometry suggests the unusual ring opening of the intermediate 1,4-cyclohexanediyl diradical from a boat conformation, which arises by inversion of the primarily generated boat conformation. Sensitized photolysis of 3 as weilasthat of ll produced the saturated isomer 13 of 11 and 12. The proximity of the bicyclobutane systems in 1l causes unprecedented reactions leading to cage compounds. When ll was heated at 90 °C, a rearrangement to the pentacyclic product 10 took place. Utilization of tetradeuteriated substrate ll-d4 supported a pathway with two diradical intermediates. Behaving in a convcntional manncr, bicyclobutane 9 and bis(bicyclobutane) 11 took up 1 and 2 equiv of thiophenol most probably in a radical-chain addition to give the thioethers 28 and 19, respectively. In contrast, bis(bicyclobutane) ll was converted by 1 equiv of thiophenol into cagc compound 30 in a process involving both the strained a systems. Heating at 80 °C subjected 30 to a reversible Copc rearrangement, resulting in a 6:1 mixture of 31 and 30. When it was treated with bromine, 11 was transformed to cage compound 38. This addition is believed to proceed via a cationic intermediate. The structure of cage compound 10 was established by a singlc-crystal X-ray analysis of dialcohol 11 prepared from 20 and methyllithium.
KW - Organische Chemie
Y1 - 1988
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58413
ER -
TY - JOUR
A1 - Bentley, T. W.
A1 - Norman, S. J.
A1 - Gerstner, E.
A1 - Kemmer, R.
A1 - Christl, Manfred
T1 - Solvolysis of Tricyclo[3.1.0.0\(^{2,6}\)]hex-3-yl and Bicyclo[2.1.1]hex-2-yl Sulfonates
N2 - No abstract available
KW - Organische Chemie
KW - Bicyclo[1.1.0]butylcarbinyl sulfonates
KW - solvolysis of
KW - Cyclobutylcarbinyl sulfonates
KW - Anchimeric assistance in solvolysis
KW - Rearrangement of carbocations
KW - Electron demand in ditosylates
Y1 - 1993
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58689
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Krimm, Stefan
A1 - Kraft, Arno
T1 - Some Valenes of Benzannelated Five-Membered Heteroarenes - Synthesis and NMR Spectra
N2 - No abstract available
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30026
ER -
TY - JOUR
A1 - Volz, H.
A1 - Shin, J.-H.
A1 - Prinzbach, H.
A1 - Babsch, H.
A1 - Christl, Manfred
T1 - Stability of Tricyclo[4.1.0.0\(^{2,7}\)]heptenyl-Cations
N2 - No abstract available
KW - Organische Chemie
Y1 - 1978
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58001
ER -
TY - JOUR
A1 - Gigstad, Kenneth M.
A1 - Ricci JR., John S.
A1 - Markgraf, J. Hodge
A1 - Christl, Manfred
A1 - Kraft, Arno
T1 - Strained Heterocyclic Systems : 18. Structure of 1,2,3-Methylidyne-2,3-dihydro-1H-cyclopenta[b]quinoxaline
N2 - No abstract available
Y1 - 1991
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-41645
SN - 0108-2701
ER -
TY - JOUR
A1 - Markgraf, J. H.
A1 - Cort, J. R.
A1 - Davis, H. A.
A1 - Lindeman, N. I.
A1 - Myers, C. R.
A1 - Kraft, A.
A1 - Christl, Manfred
T1 - Strained Heterocyclic Systems. 20. Basicities of Bicyclic Quinoxalines
N2 - No abstract available
KW - Organische Chemie
Y1 - 1991
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58584
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Freund, S.
T1 - Substituierte Benzobenzvalene und Diazabenzobenzvalene - Synthesen aus Diels-Alder-Addukten des Benzvalens und NMR-Spektroskopie
N2 - No abstract available
KW - Organische Chemie
Y1 - 1985
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58183
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Reuchlein, H.
T1 - Synthesen und NMR-Spektren von 2,3-Dihydro-1,3-methanoindenderivaten und 1,2,3,5-Tetrahydro-1,3-methanopentalen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58549
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Reuchlein, H.
T1 - Synthesis and NMR Spectra of 2,3-Dihydro-1,3-methanoindene Derivatives and 1,2,3,5-Tetrahydro-1,3-methanopentalene
N2 - No abstract available
KW - Organische Chemie
Y1 - 1990
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58557
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lang, R.
A1 - Lechner, M.
T1 - Tetra- und pentacyclische Tricyclo[4.1.0.0\(^{2,7}\)]hept-3-en-Derivate; Abfangprodukte des Tricyclo[4.1.0.0\(^{2,7}\)]hepta-3,4-diens
N2 - No abstract available
KW - Organische Chemie
Y1 - 1980
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58078
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Brunn, E.
T1 - Tetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptane aus 7,8-Diazatetracyclo[4.3.0.0\(^{2,4}\).0\(^{3,5}\)]non-7-enen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1981
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58094
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Leininger, Hartmut
A1 - Mattauch, Brigitte
T1 - The 13C NMR Spectra of Some Tricyclo[2.2.0.02,6]hexane Derivatives : Unexpected High Field Absorptions Due to Additive gamma-anti Subsituent Effects
N2 - By means of the BC NMR spectra of tricyclo{2.2.0~rfJ6Jhexane and thirteen of its derivatives the effects of substituents in endo-3- and endo-5-positions on the HC chemical shifts have been determined. The y-anti effects are at least as Jarge as in monosubstituted cyc1obutanes, where the shielding values of second-row hetero substituents exceed those in unstrained systems by far, and higher-row and carbon substituents still cause substantial upfield shifts. In the title system the y-anti effect of a substituent in the endo-3- and endo-5-position are operative additively, and thus shift the absorption of C-J upfieJd by a maximum of 27 ppm with respect to the unsubstituted hydrocarbon.
Y1 - 1983
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-41620
SN - x
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lang, R.
A1 - Herzog, C.
T1 - The Synthesis of Octavalene (Tricyclo[5.1.0.0\(^{2,8}\)]octa-3,5-diene) and Several Substituted Octavalenes
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58254
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Heinemann, U.
A1 - Kristof, W.
T1 - Thermal Rearrangement of Some Endo-Endo'-Bridged Bicyclo[1.1.0]butanes
N2 - No abstract available
KW - Organische Chemie
Y1 - 1975
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57967
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Kraft, A.
T1 - Tricyclo[3.1.1.0\(^{2,6}\)]hexandion (das Valen des o-Benzochinons), Bicyclo[2.1.1]hexan-2,3-dion und Valene eines Chinoxalins, des Phenazins sowie eines Benzophenazins
N2 - No abstract available
KW - Organische Chemie
Y1 - 1988
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58459
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Kraft, A.
T1 - Tricyclo[3.1.1.0\(^{2,6}\)]hexandion (the Valen of o-Benzochinons), Bicyclo[2.1.1]hexan-2,3-dion and Valene of a Chinoxalins, of Phenazins and of a Benzophenazine
N2 - No abstract available
KW - Organische Chemie
Y1 - 1988
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58462
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Freitag, G.
A1 - Brüntrup, G.
T1 - Tricyclo[4.1.0.0\(^{2,7}\)]hept-3-ene durch Umlagerung von 7-endo-Brom- und 7-endo-Chlortetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptanen
N2 - No abstract available
KW - Organische Chemie
Y1 - 1978
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58029
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Herzog, C.
A1 - Kemmer, P.
T1 - Tricyclo[5.1.0.0\(^{2,8}\)]oct-3-en, -oct-4-en und -octan: Darstellung und Thermolyse der Hydroderivate des Octavalens
N2 - No abstract available
KW - Organische Chemie
Y1 - 1986
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58310
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lang, R.
T1 - Tricyclo[5.1.0.0\(^{2,8}\)]octa-3,5-diene (Octavalene)
N2 - No abstract available
KW - Organische Chemie
Y1 - 1982
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58124
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Herbert, R.
T1 - Unusual Carbon Shielding Effects of Cyclopropanes and Double Bonds in Strained Bicyclo[3.1.0]hexanes and Cyclopentenes
N2 - Carbon-13 shieldings and one-bond \(^{13}\)C-H coupling constants of bicydo[2.1.1]hexane, bicydo[2.l.l]hex- 2-ene, tricydo[3.1.1.0\(^{2.4}\)]heptane and benzvalene are presented and compared. to the data of related. compounds. H a bicydo[3.1.0]hexane system is part of a rigid skeleton, the cydopropane ring exerts spedfk: 'Y substituent eflects of two ldnds. In the case of the bicyclobexane boat form an upfield shift of the C-3 signal is observed and in tbe esse of the chair form a downfield shift of 15-20 ppm. Compared to the corresponding cydopentanes the double bond in strained cydopentenes causes downfield shifts of the C-4 absorption. 1bis eftect increases witb increasing strain, reaching 8 45.9 ppm maximum in benzvalene. Hence it is tbe only known bicydo[l.l.O]butane baving 8 reversed order of carbon shieldings. The downfield shifts are e:xplained by means of simple orbital interaction schemes.
KW - Organische Chemie
Y1 - 1979
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58038
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Mattauch, B.
T1 - Versuche zur Synthese eines formalen Nitriloxid-Addukts des Benzols. 1,3-Dipolare Cycloadditionen an Bicyclo[2.2.0]hex-5-en-2,3-dicarbonsäureanhydrid, Dewarbenzol und 1,4-Cyclohexadien
N2 - No abstract available
KW - Organische Chemie
Y1 - 1985
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58216
ER -
TY - JOUR
A1 - Bast, K.
A1 - Christl, Manfred
A1 - Huisgen, R.
A1 - Sustmann, R.
T1 - Zur Anlagerung des Benzonitriloxids an α,β-ungesättigte Carbonsäureester
N2 - No abstract available
KW - Organische Chemie
Y1 - 1973
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-57912
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lechner, M.
T1 - Zur intramolekularen Wechselwirkung von Cyclopropylidenen mit dem Bicyclo[1.1.0]butansystem
N2 - No abstract available
Y1 - 1975
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-41509
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Stangl, R.
A1 - Jelinek-Fink, H.
T1 - Zur Kenntnis der thermischen Umlagerung des Bicyclo[1.1.0]butan-Systems. Eine kinetische Studie des Übergangs von Tricyclo[4.1.0.0\(^{2,7}\)]heptanen in Bicyclo[3.2.0]hept-6-ene
T1 - On the Thermal Rearrangement of the Bicyclo[1.1.0]butane System. A Kinetic Investigation of the Conversion of Tricyclo[4.1.0.0\(^{2,7}\)]heptanes into Bicyclo[3.2.0)hept-6-enes
N2 - No abstract available
KW - Organische Chemie
KW - 3-Methenonaphthalenes
KW - 4-tetrahydro-
KW - kinetics of thermolysis
KW - Benzocycloheptene derivatives
KW - Bicyclo[1.1.0]butanes
KW - rearrangement
KW - Tricyclo[4.1.0.02.7]heptanes
KW - kinetics of thermolysis
KW - Bicyclo[3.2.0]hept-6-ene derivatives
Y1 - 1992
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58623
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Lang, R.
A1 - Herbert, R.
A1 - Freitag, G.
T1 - Zusammenhang zwischen Orbitalcharakter und Reaktionsprodukt bei der Umsetzung von Benzvalen und Homobenzvalen mit Thiophenol
N2 - No abstract available
KW - Organische Chemie
Y1 - 1980
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58065
ER -
TY - JOUR
A1 - Christl, Manfred
A1 - Leininger, H.
A1 - Kemmer, P.
T1 - Über das cis-Glycol und das Epoxid des Benzvalens
N2 - No abstract available
KW - Organische Chemie
Y1 - 1984
U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58174
ER -