@article{ChristlBruentrup1974, author = {Christl, Manfred and Br{\"u}ntrup, Gisela}, title = {Diimine Reduction and Ozonolysis of Benzvalene}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57953}, year = {1974}, abstract = {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).}, subject = {Organische Chemie}, language = {en} } @article{HegmannChristlPetersetal.1988, author = {Hegmann, Joachim and Christl, Manfred and Peters, Karl and Peters, Eva-Maria and Schnering, Hans Georg von}, title = {Die Reaktionskaskade von 6-Oxo-5-phenyl-1,3,4-oxadiazin-2-carbons{\"a}ure-methylester und 1,3-Butadienen zu konjugierten und nichtkonjugierten Cyclopentenonen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58421}, year = {1988}, abstract = {F{\"u}nfgliedrige 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 {\"u}ber Umsetzungen des Titelheterocyclus 1 mit l,3-Butadienen 1; diese Reaktionen, obwohl vielstufig, liefern im Eintopfverfahren konjugierte und nichtkonjugierte Cyclopentenone und gestatten auch die F{\"u}nfringanellierung.}, subject = {Organische Chemie}, language = {de} } @article{LeiningerLanzendoerferChristl1983, author = {Leininger, H. and Lanzend{\"o}rfer, F. and Christl, Manfred}, title = {{\"U}ber die Reduktion des Benzvalenozonids zum cis-1,3-Cyclobutandimethanol mit LiAlH\(_4\)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58130}, year = {1983}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{LeiningerChristlWendisch1983, author = {Leininger, H. and Christl, Manfred and Wendisch, D.}, title = {{\"U}ber die Oxidation von Benzvalen mit Singulett-Sauerstoff zum Bicyclo[1.1.0]butan-endo,endo-2,4-dicarbaldehyd}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58142}, year = {1983}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlLanzendoerferPetersetal.1983, author = {Christl, Manfred and Lanzend{\"o}rfer, F. and Peters, K. and Peters, E.-M. and Schnering, H. G. von}, title = {Die Reaktionen von 2,5-Diaryl-1,3,4-oxadiazin-6-onen mit trans-Cycloocten, cis,trans-Cyclooctadien und Cyclopropenen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58156}, year = {1983}, abstract = {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.}, subject = {Organische Chemie}, language = {de} } @article{ChristlLangReimannetal.1984, author = {Christl, Manfred and Lang, R. and Reimann, W. and Irngartinger, H.}, title = {Darstellung und R{\"o}ntgenstrukturanalyse des Diels-Alder-Addukts von 4-Phenyl-4H-1,2,4-triazol-3,5-dion an Octavalen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58162}, year = {1984}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlLeiningerKemmer1984, author = {Christl, Manfred and Leininger, H. and Kemmer, P.}, title = {{\"U}ber das cis-Glycol und das Epoxid des Benzvalens}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58174}, year = {1984}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlFreund1985, author = {Christl, Manfred and Freund, S.}, title = {Substituierte Benzobenzvalene und Diazabenzobenzvalene - Synthesen aus Diels-Alder-Addukten des Benzvalens und NMR-Spektroskopie}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58183}, year = {1985}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlMattauch1985, author = {Christl, Manfred and Mattauch, B.}, title = {Versuche zur Synthese eines formalen Nitriloxid-Addukts des Benzols. 1,3-Dipolare Cycloadditionen an Bicyclo[2.2.0]hex-5-en-2,3-dicarbons{\"a}ureanhydrid, Dewarbenzol und 1,4-Cyclohexadien}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58216}, year = {1985}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlLanzendoerferGroetschetal.1985, author = {Christl, Manfred and Lanzend{\"o}rfer, U. and Gr{\"o}tsch, M. M. and Hegmann, J.}, title = {Prim{\"a}raddukt, γ-Ketoketen und einige Folgeprodukte der Reaktion von 6-Oxo-5-phenyl-1,3,4-oxadiazin-2-carbons{\"a}ure-methylester mit Norbornen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58220}, year = {1985}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlHerzogBrueckneretal.1986, author = {Christl, Manfred and Herzog, C. and Br{\"u}ckner, D. and Lang, R.}, title = {Neue Homobenzvalen-Derivate (Tricylo[4.1.0.0\(^{2,7}\)]hept-3-ene)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58241}, year = {1986}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlLangHerzog1986, author = {Christl, Manfred and Lang, R. and Herzog, C.}, title = {The Synthesis of Octavalene (Tricyclo[5.1.0.0\(^{2,8}\)]octa-3,5-diene) and Several Substituted Octavalenes}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58254}, year = {1986}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{ChristlMattauchIrngartingeretal.1986, author = {Christl, Manfred and Mattauch, B. and Irngartinger, H. and Goldmann, A.}, title = {Additionen von Benzvalen an Nitriloxide. Eine Synthese f{\"u}r Benzvalen-3-carbonitril}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58269}, year = {1986}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlKemmerMattauch1986, author = {Christl, Manfred and Kemmer, P. and Mattauch, B.}, title = {1-Methylbenzvalen. Synthese und einige Reaktionen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58270}, year = {1986}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlTuerkPetersetal.1994, author = {Christl, Manfred and T{\"u}rk, M. and Peters, K. and Peters, E.-M. and Schnering, H. G. von}, title = {Octahydro-1,2,3:4,5,6-dimethenopentalen-2-carbonitril, das erste Derivat eines noch unbekannten (CH)\(_{10}\)-Kohlenwasserstoffs}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58728}, year = {1994}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlTuerkPetersetal.1994, author = {Christl, Manfred and T{\"u}rk, M. and Peters, K. and Peters, E.-M. and Schnering, H. G. von}, title = {Octahydro-1,2,3:4,5,6-dimethenopentalene-2-carbonitrile, the First Derivative of a Yet-Unknown (CH)\(_{10}\)-Hydrocarbon}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58731}, year = {1994}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{BentleyChristlKemmeretal.1994, author = {Bentley, T. W. and Christl, Manfred and Kemmer, R. and Llewellyn, G. and Oakley, J. E.}, title = {Kinetic and Spectroscopic Characterisation of Highly Reactive Methanesulfonates. Leaving Group Effects for Solvolyses and Comments on Geminal Electronic Effects Influencing S\(_N\)1 Reactivity}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58748}, year = {1994}, abstract = {Highly reactive methanesulfonates (mesylates, ROMs) have been prepared from 1-phenylethanol. cyclohex-2-en-1-ol, diphenylmethanol and p-methoxybenzyl alcohol by treatment with methanesulfonyl chloride and triethylamine in dichloro- or trichloro-methane at - 20 to 0 °C. The mesylates. characterised in solution by \(^1\)H and \(^{13}\)C NMR at -20 °C, were obtained in satisfactory purity (ca. 95\%) in cold solutions but they decomposed by reaction with chloride, triethylamine or the parent alcohol. Rate constants for solvolyses in aqueous acetone and aqueous ethanol have been determined by a fast response conductimetric method. Product selectivities for solvolyses of pmethoxybenzyl mesylate in aqueous ethanol and methanol at 0 °C have been determined by HPLC. From additional new or Iiterature kinetic data for solvolyses of corresponding bromides. chlorides and p-nitrobenzoates (OPNB). Br/CI. OMs/Br and OMs/OPNB rate ratios were calculated; the results are consistent with electronic effects stabilising the carbocationic transition states and increasing OMs/Br rate ratios for these SN 1 solvolyses; none of the evidence supports a geminal electronic effect on Br/CI rate ratios (e.g. caused by stabilisation of the initial state in pmethoxybenzyl chloride). Steric effects on ester /halide rate ratios for solvolyses of tertiary substrates are confirmed. Relative rates over a 10\(^{16}\) range for ester and halide leaving groups are evaluated for solvolyses of 1-phenylethyl substrates in 80\% ethanol-water. updating previous work by Noyce et al. (1972).}, subject = {Organische Chemie}, language = {en} } @article{VolzShinPrinzbachetal.1978, author = {Volz, H. and Shin, J.-H. and Prinzbach, H. and Babsch, H. and Christl, Manfred}, title = {Stability of Tricyclo[4.1.0.0\(^{2,7}\)]heptenyl-Cations}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58001}, year = {1978}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{ChristlFreitagBruentrup1978, author = {Christl, Manfred and Freitag, G. and Br{\"u}ntrup, G.}, title = {Der Aufbau des Tetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptan-Systems durch Addition halogensubstituierter Carbene an Benzvalen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58019}, year = {1978}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{KimChristlKochl1990, author = {Kim, E. and Christl, Manfred and Kochl, J. K.}, title = {Charge-Transfer Cycloaddition of Homobenzvalene with Tetracyanoethylene}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58537}, year = {1990}, abstract = {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.}, subject = {Organische Chemie}, language = {en} } @article{ChristlFreitagBruentrup1978, author = {Christl, Manfred and Freitag, G. and Br{\"u}ntrup, G.}, title = {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}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58029}, year = {1978}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlHerbert1979, author = {Christl, Manfred and Herbert, R.}, title = {Unusual Carbon Shielding Effects of Cyclopropanes and Double Bonds in Strained Bicyclo[3.1.0]hexanes and Cyclopentenes}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58038}, year = {1979}, abstract = {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.}, subject = {Organische Chemie}, language = {en} } @article{ChristlReichRoberts1971, author = {Christl, Manfred and Reich, H. J. and Roberts, J. D.}, title = {Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts of Methylcyclopentanes, Cyclopentanols, and Cyclopentyl Acetates}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57862}, year = {1971}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{BastChristlHuisgenetal.1972, author = {Bast, K. and Christl, Manfred and Huisgen, R. and Mack, W.}, title = {Additionen der Nitriloxide an CN-Mehrfachbindungen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57879}, year = {1972}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlRoberts1972, author = {Christl, Manfred and Roberts, J. D.}, title = {Nuclear Magnetic Resonance Spectroscopy : Carbon-13 Chemical Shifts of Small Peptides as a Function of pH}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57885}, year = {1972}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{BastChristlHuisgenetal.1973, author = {Bast, K. and Christl, Manfred and Huisgen, R. and Mack, W. and Sustmann, R.}, title = {Additionen des Benzonitriloxids an olefinische und acetylenische Dipolarophile}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57905}, year = {1973}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlWarrenHawkinsetal.1973, author = {Christl, Manfred and Warren, J. D. and Hawkins, B. L. and Roberts, J. D.}, title = {\(^{13}\)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}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57894}, year = {1973}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{BastChristlHuisgenetal.1973, author = {Bast, K. and Christl, Manfred and Huisgen, R. and Sustmann, R.}, title = {Zur Anlagerung des Benzonitriloxids an α,β-unges{\"a}ttigte Carbons{\"a}ureester}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57912}, year = {1973}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{HuisgenChristl1973, author = {Huisgen, R. and Christl, Manfred}, title = {Reaktionen der Knalls{\"a}ure mit unges{\"a}ttigten Verbindungen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57927}, year = {1973}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{BastChristlHuisgenetal.1973, author = {Bast, K. and Christl, Manfred and Huisgen, R. and Mack, W.}, title = {Relative Dipolarophilen-Aktivit{\"a}ten bei Cycloadditionen des Benzonitriloxids}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57935}, year = {1973}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlHuisgen1973, author = {Christl, Manfred and Huisgen, R.}, title = {Orientierungsph{\"a}nomene bei der Cycloaddition aliphatischer und aromatischer Nitriloxide an α,β-unges{\"a}ttigte Carbonester}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57942}, year = {1973}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlHeinemannKristof1975, author = {Christl, Manfred and Heinemann, U. and Kristof, W.}, title = {Thermal Rearrangement of Some Endo-Endo'-Bridged Bicyclo[1.1.0]butanes}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57967}, year = {1975}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{Christl1975, author = {Christl, Manfred}, title = {\(^{13}\)-NMR-Spektren von Bicyclo[n.1.0]kohlenwasserstoffen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57977}, year = {1975}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlFreitag1976, author = {Christl, Manfred and Freitag, G.}, title = {Das Tricyclo[4.1.0.0\(^{2,7}\)]heptenyl-Kation, ein neues Isomer des Tropylium-Ions}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57985}, year = {1976}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlLueddeckeNagyreviNeppeletal.1977, author = {Christl, Manfred and L{\"u}ddecke, H.-J. and Nagyrevi-Neppel, A. and Freitag, G.}, title = {Einige Diels-Alder-Additionen des Benzvalens}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-57992}, year = {1977}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{SchreckChristl1987, author = {Schreck, Michael and Christl, Manfred}, title = {Generation and Interception of 1-Oxa-3,4-cyclohexadiene}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31601}, year = {1987}, abstract = {No abstract available}, subject = {Chemie}, language = {en} } @article{ChristlBraun1989, author = {Christl, Manfred and Braun, Martin}, title = {Generation and interception of 1-OXA-2,3-Cyclohexadiene and 1,2,4-Cyclohexatriene}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-56566}, year = {1989}, abstract = {The cycloadducts 6 and 7 of tricyc1o[4.1.0.0 2 ,7)hepta- 3,4-diene (~) with styrene and 1,3-butadiene rearrange to unusual products on thermolysis, namely the cycloheptatriene derivatives ~ and 10. 1-0xa-3,4-cyclohexadiene (20) is generated smoothly from 6,6-dichloro-3-oxabicyclo[3.1.0]hexane (22) and n-butyllithium. 1-0xa-2,3-cyclohexadiene (11) is formed from 6-exo-bromo-6-endo-fluoro-2-oxabicyclo[ 3.1.0]hexane (30) and methyllithium. In the presence of activated olefins, this reaction provides an efficient route to 28 and 33 - 38, the trapping products of 21. Interestingly, [2+2]-cycloadditions do not take place at the same double bond of 21 as [4+2]-cycloadditions. The reactions of 1,3-cyclopentadiene and indene with bromofluorocarbene afford 6-exo-bromo-6-endo-fluorobicyclo[3.1.0]hex-2-ene (50) and its benzo derivative ~, respectively. On treatment of these compounds with methyl lithium in the presence of styrene, the interception products 53 and 47 of 1,2,4-cyc10- hexatriene (44) and its benzo derivative 43, respectively, are formed in good yields.}, subject = {Chemie}, language = {en} } @article{GleiterBischofChristl1986, author = {Gleiter, Rolf and Bischof, Peter and Christl, Manfred}, title = {Electronic Structure of Octavalene : Photoelectron Spectroscopic Investigations}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31588}, year = {1986}, abstract = {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\(_1\) (\(\sigma\) + \(\pi\)).}, subject = {Chemie}, language = {en} } @article{ChristlSchreck1987, author = {Christl, Manfred and Schreck, Michael}, title = {1,2,3,5,8,8a-Hexahydronaphthalin aus 1,2-Cyclohexadien}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31656}, year = {1987}, abstract = {Reaktionen von 1,3-Butadien und einigen seiner Methylderivate mit 1a und 1- Methyl-1,2-cyclohexadien 1b sowie den {\"U}bergang der [2 + 2]-Cycloaddukte 2 und 3 in das bisher unbekannte 1,2,3,5,8,8a-HexahydronaphthaJin 4a und einige seiner Methylderivate}, subject = {Chemie}, language = {en} } @article{ChristlLangHerzogetal.1985, author = {Christl, Manfred and Lang, Reinhard and Herzog, Clemens and Stangl, Roland and Peters, Karl and Peters, Eva-Maria and Schnering, Hans Georg von}, title = {Reaktion von Homobenzvalen mit Tetracyanethylen : Bildung eines Tetracyandihydrobarbaralan- und eines Tetracyancyclopropan-Derivats}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31839}, year = {1985}, abstract = {In den Reaktionen von Tetracyanethylen (TCNE) und 5,6-Dichlor-2,3-dicyan-p-benzochinon mit Benzvalen haben wir k{\"u}rzlich die ersten Beispiele f{\"u}r 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}, subject = {Chemie}, language = {de} } @article{GleiterBischofGubernatoretal.1985, author = {Gleiter, Rolf and Bischof, Peter and Gubernator, Klaus and Christl, Manfred and Schwager, Luis and Vogel, Pierre}, title = {2,3-Bis(methylene)bicyclo[2.1.1]hexane and 3,4-Bis(methylene)tricyclo[3.1.0.0\(^{2,6}\)]hexane : Interaction between a π System and a Cyclobutane or Bicyclobutane Moiety}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31845}, year = {1985}, abstract = {The He (I) photoelectron spectra of 2-bicyclo[2.1.l]hexene (1), 2,3-bis(methylene)bicyclo[2.1.l]hexane (3), and 3,4-bis(methylene)tricyclo[3.l.O.0\(^{2.6}\)]hexane (4) have been investigated. The assignment given is based on a ZDO model and semiempirical calculations. Tagether with the PE data of benzvalene (2), the reported data allow a comparison between 1-2 and 3-4. This yields a measure of the interactions between 8 cyclobutane or 8 bicyclobutane moiety and a double bond system within a ZDO model. The resonance integral found in the case of 1 and 3 amounts to -1.9 eV, that for 2 and 4, to -2.3 eV. The investigations furthermore reveal that the electronic factors which contribute to the higher reactivity of the bicyclobutane compounds amount to 5 kcal/mol.}, subject = {Chemie}, language = {en} } @article{SchreckChristl1987, author = {Schreck, Michael and Christl, Manfred}, title = {Freisetzung und Abfangreaktionen von 1-Oxa-3,4-cyclohexadien}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31597}, year = {1987}, abstract = {No abstract available}, subject = {Chemie}, language = {de} } @article{FreundHennebergerChristl1988, author = {Freund, S. and Henneberger, H. and Christl, Manfred}, title = {Halbk{\"a}figverbindungen aus Diels-Alder-Addukten des Benzvalens mit Cyclopentadien-Derivaten durch Radikalreaktionen mit Thiophenol und Bromtrichlormethan}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58435}, year = {1988}, abstract = {In Diels-Alder-Reaktionen wurden aus Benzvalen (1) und Tetrachlorcyclopentadienon- dimethylacetal sowie Tetrachlorfuran die Addukte 2 bzw. 8 und 9 erhalten. Behandlung von 2 mit Natrium und tert-Butylalkohol ergab das chlorfreie Acetal 3, dessen Doppelbindung sich mit Diimin unter Bildung von 4 abs{\"a}ttigen ließ. Aus dem bekannten Stammkohlenwasserstoff 5 ging analog 6 hervor, und durch Reaktion seines Anions mit Chlorameisens{\"a}ure- methylester entstand der Ester 7. - Die Verbindungen l, 3, 5, 7-9 und das bekannte U wurden mit Thiophenol so behandelt, daß Radikalkettenreaktionen abliefen. Bei 8 trat Addition an die Zentralbindung des Bicyclobutan-Systems ein. Dagegen unterlag bei 2, 9, U und zum Teil bei 3, deren Doppelbindung jeweils der BicycJobutan-Einheit benachbart ist, das Prim{\"a}rradikal der 5-Hexen-1-yl- Cyclopentylrneth.yl-Umlagerung, aus der letztlich 15, ll, 13 bzw. 16 resultierten. Zum Teil bei 3 und vollst{\"a}ndig bei 5 erfolgte die Addition an die Doppelbindung zu 17 bzw. 18, d.h. ohne Beteiligung der benachbarten Bicyclobutan- Einheit. Durch Aktivierung des Bicyclobutan-Systems mit einer Esterfunktion konnte dessen Passivit{\"a}t aufgehoben werden. So entstanden aus 7 das nichtumgelagerte Produkt 19 und das umgelagerte 20. Ihr Verh{\"a}ltnis hing von der Konzentration an Thiophenol ab. - Analog zur Reaktion 1Z + Thiophenol-13 brachte BromtrichJormethan aus 12 das umlagerte Addukt 21 hervor. - Als Nebenprodukt wurde bei der Umsetzung von 12 mit Thiophenol das Chlorwasserstoff-Addukt 14 des ersteren gefunden. Modellreaktionen f{\"u}r die Bildung von 14 sind die Umsetzungen von 12 mit Essigs{\"a}ure und von 3 sowie 5 mit +Nitrobenzoes{\"a}ure zu den Addukten 22, 23 bzw. 24. Seit}, subject = {Organische Chemie}, language = {de} } @article{ChristlHennebergerFreund1988, author = {Christl, Manfred and Henneberger, H. and Freund, S.}, title = {Halbk{\"a}figverbindungen aus Polycyclen mit einem Bicyclo[1.1.0]butan-System und dazu benachbarter Azobr{\"u}cke durch Radikalreaktionen mit Thiophenol und Bromtrichlormethan}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58440}, year = {1988}, abstract = {Aus Benzvalen (J) und 3,6-Bis(2-pyridyl)-l,2,4,5-tetrazin wurde das Dihydropyridazin 2c erhalten, das ebenso wie die bekannten Dihydropyridazine 2a, b mit Cyclopropen in die entsprechende Azoverbindung 3 {\"u}berging. Addition von Thiophenol an 3a, c und 5 lieferte unter Beteiligung des Bicyclobutan-Systems und der Azofunktion die Halbk{\"a}figverbindungen 4a, c bzw. 6. Aus der Umsetzung von 7, in dem die Azobr{\"u}cke durch zwei BicycJobutan- Systeme flankiert ist, mit Thiophenol sowie Bromtrichlormethan gingen die Halbk{\"a}figverbindungen 8 bzw. 9 hervor. An diesen ~eaktionen wirken beide Bicyclobutan-Systeme und die Azofunktion mit.}, subject = {Organische Chemie}, language = {de} } @article{ChristlKraft1988, author = {Christl, Manfred and Kraft, A.}, title = {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}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58459}, year = {1988}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlKraft1988, author = {Christl, Manfred and Kraft, A.}, title = {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}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58462}, year = {1988}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{ChristlBrunnRothetal.1989, author = {Christl, Manfred and Brunn, E. and Roth, W. R. and Lennartz, H.-W.}, title = {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}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58471}, year = {1989}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{ChristlBrunnKraftetal.1989, author = {Christl, Manfred and Brunn, E. and Kraft, A. and Irngartinger, H. and Huber-Patz, U.}, title = {Nichtbindende Wechselwirkungen in zwei 7-Spirotetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptanen}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58489}, year = {1989}, abstract = {Die Reaktion von Tetrachlordiazocyclopentadien mit Be.nzvalen (2) ergab das Fulven-Derivat 3. Dagegen f{\"u}hrten die Umsetzungen von Diazoßuoren und 5-Diazo-10,1 1-dihydro-SH-dibenzo[ a.d]cyclohepten mit 2 zu den erwarteten Spiro-1-pyrazolinen 4 bzw. 5. Die photolytische Abspaltung von Stickstoff aus 4 und 5 lieferte die Spirotetracycloheptane 6 bzw. 7. Die R{\"o}ntgenstrukturanalyse von 6 beweist einen engen Kontakt zwischen je eineßl Wasserstoffatom der Tetracycloheptan- und der Fluoren-Einheit. Dieser kurze Abstand (2.15 A) ruft Winkelaufweitungen hervor und wird auch als Grund f{\"u}r starke Entschirmungen der betreffenden Protonen und eine formal {\"u}ber sieben Bindungen reichende 0.6-Hz-Kopplung zwischen ihnen angesehen. 7 ist das erste chiralc Tetracyclohcptan. Ursache daf{\"u}r ist eine nichtebene Konformation des Siebenrings, der bei Raumtemperatur nicht invertiert. Auf der Basis von NOE-Messungen gelang die Zuordnung der tH-NMR-Signale von 6 und 7.}, subject = {Organische Chemie}, language = {de} } @article{ChristlBraun1989, author = {Christl, Manfred and Braun, Max}, title = {Photocycloadditionen des Benzvalens}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58492}, year = {1989}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlBraun1989, author = {Christl, Manfred and Braun, Max}, title = {Photocycloadditions of Benzvalene}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58506}, year = {1989}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {en} } @article{ChristlBrueckner1986, author = {Christl, Manfred and Br{\"u}ckner, D.}, title = {Der Einfluß von Phenylgruppen auf die Homokonjugation im Bicyclo[3.2.1]octa-3,6-dien-2-yl-Anion. Eine \(^{13}\)C-NMR-Studie}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58288}, year = {1986}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{HerzogLangBrueckneretal.1986, author = {Herzog, C. and Lang, R. and Br{\"u}ckner, D. and Kemmer, P. and Christl, Manfred}, title = {Norpinene (Bicyclo[3.1.1]hept-2-ene) aus Homobenzvalenen (Tricyclo[4.1.0.0\(^{2,7}\)]hept-3-enen)}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58302}, year = {1986}, abstract = {No abstract available}, subject = {Organische Chemie}, language = {de} } @article{ChristlBraun1989, author = {Christl, Manfred and Braun, Martin}, title = {Freisetzung und Abfangreaktionen von 1-Oxa-2,3-cyclohexadien}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-58517}, year = {1989}, abstract = {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 unbest{\"a}ndige 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 best{\"a}ndige Quelle f{\"u}r 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, 13C NMR Spectra of Some Tricyclo[2.2.0.02,6]hexane Derivatives : Unexpected High Field Absorptions Due to Additive gamma-anti Subsituent Effects}, isbn = {x}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41620}, year = {1983}, abstract = {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.}, language = {en} } @article{IrngartingerReimannLangetal.1990, author = {Irngartinger, H. and Reimann, W. and Lang, R. and Christl, Manfred}, title = {Electron Density Distribution in a Bicyclo[l.l.0]butane}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31576}, year = {1990}, abstract = {No abstract available}, language = {en} } @article{GigstadRicciJRMarkgrafetal.1991, author = {Gigstad, Kenneth M. and Ricci JR., John S. and Markgraf, J. Hodge and Christl, Manfred and Kraft, Arno}, title = {Strained Heterocyclic Systems : 18. Structure of 1,2,3-Methylidyne-2,3-dihydro-1H-cyclopenta[b]quinoxaline}, isbn = {0108-2701}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41645}, year = {1991}, abstract = {No abstract available}, language = {en} } @article{ChristlLessMueller1994, author = {Christl, Manfred and Leß, Roland and M{\"u}ller, Heinrich}, title = {6,7-Dimethylene-2,4-diphenylbicyclo[3.2.l]oct-3-en-2-yl Anion : A Test for the Origin of the Unusual Properties of the Bicyclo[3.2.l]octa-3,6-dien-2-yl Anion}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-31547}, year = {1994}, abstract = {No abstract available}, language = {en} } @article{ChristlLanzendoerferFreund1981, author = {Christl, Manfred and Lanzend{\"o}rfer, Ulrike and Freund, Silke}, title = {Olefinadditionen an 2,5-Diphenyl-1,3,4-oxadiazin-6-on}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41525}, year = {1981}, abstract = {No abstract available}, language = {de} } @article{ChristlLechner1975, author = {Christl, Manfred and Lechner, M.}, title = {Zur intramolekularen Wechselwirkung von Cyclopropylidenen mit dem Bicyclo[1.1.0]butansystem}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41509}, year = {1975}, abstract = {No abstract available}, language = {de} } @misc{ChristlBruentrup1974, author = {Christl, Manfred and Br{\"u}ntrup, Gisela}, title = {Neue Isomere des Cycloheptatriens: Tricyclo[4.1.0.0^(2,7)]hept-3-en und Tetracyclo[4.1.0.0^(2,4).0^(3,5)]heptan}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41488}, year = {1974}, abstract = {No abstract available}, language = {de} } @techreport{Christl1986, author = {Christl, Manfred}, title = {Cycloadditions of 1,3,4-Oxadiazin-6-ones}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41677}, year = {1986}, abstract = {No abstract available}, language = {en} } @article{ChristlRoberts1972, author = {Christl, Manfred and Roberts, John D.}, title = {Carbon-13 Nuclear Magnetic Resonance Spectroscopy : Conformational Analysis of Methyl-Substituted Cycloheptanes, Cycloheptanols, and Cycloheptanones}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-41663}, year = {1972}, abstract = {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.}, language = {en} }