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 - 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 - 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 - Kemmer, P. A1 - Mattauch, B. T1 - 1-Methylbenzvalen. Synthese und einige Reaktionen N2 - No abstract available KW - Organische Chemie Y1 - 1986 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58270 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 - 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 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 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 - Herzog, C. A1 - Brückner, D. A1 - Lang, R. T1 - Neue Homobenzvalen-Derivate (Tricylo[4.1.0.0\(^{2,7}\)]hept-3-ene) N2 - No abstract available KW - Organische Chemie Y1 - 1986 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58241 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 - Christl, Manfred A1 - Herzog, C. T1 - 3-(Phenylsulfonyl)tricyclo[4.1.0.0\(^{2,7}\)]hept-4-en-3-yllithium N2 - Phenyl(tricyclo[4.1.0.0\^(^{2,7}\)] hept-4-en-3-yl)sulfone 8 has been prepared in two steps from 4,S-dlbromohomobenzvalene (6) and deprotonated to give the title compound 9. The carbon-13 NMR spectrum of 9 reveals a considerable interaction between the allyl anion moiety and the bicyclobutane system. KW - Organische Chemie Y1 - 1987 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58340 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 - 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 - Henneberger, H. A1 - Freund, S. T1 - Halbkäfigverbindungen aus Polycyclen mit einem Bicyclo[1.1.0]butan-System und dazu benachbarter Azobrücke durch Radikalreaktionen mit Thiophenol und Bromtrichlormethan T1 - Half-Cage Compounds by Radical Reactions with Thiophenol and Bromotrchloromethane from Polycyclic Compounds with a Bicyclo[1.1.0]butane System and an Adjacent Azo Bridge N2 - 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 überging. Addition von Thiophenol an 3a, c und 5 lieferte unter Beteiligung des Bicyclobutan-Systems und der Azofunktion die Halbkäfigverbindungen 4a, c bzw. 6. Aus der Umsetzung von 7, in dem die Azobrücke durch zwei BicycJobutan- Systeme flankiert ist, mit Thiophenol sowie Bromtrichlormethan gingen die Halbkäfigverbindungen 8 bzw. 9 hervor. An diesen ~eaktionen wirken beide Bicyclobutan-Systeme und die Azofunktion mit. N2 - Dihydropyridazine 2c was obtained from benzvalene (1) and 3,6- bis(2-pyridyJ)-1,2,4,5-tetrazine. Like the known dihydropyridazines 2a, b. compound 2c was converted into the corresponding azo compound 3 by treatment with cyclopropene. The addition of thiophenol to 3a, c and S yielded the half-cage compounds 4a, c and 6, respectively. In these processes the bicyclobutane system and the azo functionality are involved. Treatment of 7, in which the azo bridge has two bicyclobutane neighbours, with thiophenol and bromotrichloromethane led to the formation of the half-cage compounds 8 and 9, ~spectively. Both the bicyclobuta_ne systems and the azo functionality are transformed in these reactions. KW - Organische Chemie Y1 - 1988 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58440 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 - Hegmann, J. A1 - Reuchlein, H. A1 - Peters, K. A1 - Peters, E.-M. A1 - Schnering, H. G. von T1 - Überbrückte neungliedrige α,β-ungesättigte Enollactone - Synthese aus 5-Phenyl-1,3,4-oxadiazin-6-on-2-carbonsäure-methylester und Konfigurationsanalyse N2 - The γ-oxoketenes, which are formed from oxadiazinone Ja and strained cyclopentene der1vat1ves, are shown to undergo a pericyclic ring enlargement to give the title compounds 2a, 2b, and 5. In the case of 5, two configurations, one having a cis and the other a trans Iactone functionality, are in equilibrium. KW - Organische Chemie Y1 - 1987 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58395 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 - 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 - 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 - 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 - 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 - 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 - 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 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 - 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 - 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 - 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 - Brunn, E. A1 - Kraft, A. A1 - Irngartinger, H. A1 - Huber-Patz, U. T1 - Nichtbindende Wechselwirkungen in zwei 7-Spirotetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]heptanen T1 - Nonbonded Interactions in two 7-Spirotetracyclo[4.1.0.0\(^{2,4}\).0\(^{3,5}\)]beptanes N2 - Die Reaktion von Tetrachlordiazocyclopentadien mit Be.nzvalen (2) ergab das Fulven-Derivat 3. Dagegen führten 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 Röntgenstrukturanalyse 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 für starke Entschirmungen der betreffenden Protonen und eine formal über sieben Bindungen reichende 0.6-Hz-Kopplung zwischen ihnen angesehen. 7 ist das erste chiralc Tetracyclohcptan. Ursache dafür 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. N2 - The reaction or tctrachlorodiazocyclopentadiene with benzvalene (2) gavc, the fulvene derivative 3. In contrast, treatment of diazoßuorene and 5-diazo-1 0,1 1-dihydro·SH -dibenzo[ a,d]cycloheptene with l:afl'orded the expected spiro-1-pyrazolines 4 and 5, respectively. Photolytic extrusion of nitrogen from 4 and S led to the corresponding spirotetracyclobeptanes 6 and 7. The X-ray structure analysis of 6 revealed a close contact between one hydrogen atom cach of the tetracycloheptane and the ßuorene subunits. This short distance (2.15 A) causes an increase in bond angles and is believed to produce strong deshielding of the respective protons and a 0.6-Hz coupling between them, which is formally a long-range coupling across seven bonds. Compound 7 is the first chirat tetracycloheptane. This is due to a nonplanar confonnation of the seven-membered ring, which does not invert at room temperature. On tbe basis of NOE measurements the 1H-NMR signals of 6 and 7 are assigned. KW - Organische Chemie KW - 5H-Dibenzo[a KW - d]cycloheptene KW - 10 KW - 11-dihydro- / 1-Pyrazoline KW - Nonbonded Interactions KW - Spirotetracyclo[4.1.0.02 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 - 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 - 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 - 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 - Christl, Manfred A1 - Braun, Martin A1 - Müller, Germar T1 - 1,2,4-Cyclohexatriene, an Isobenzene, and Bicyclo[4.4.0)deca-1,3,5,7,8-pentaene, an Isonaphthalene: Generation and Trapping Reactions N2 - No abstract available KW - Organische Chemie Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-58639 ER - TY - JOUR A1 - Christl, Manfred A1 - Braun, Martin A1 - Müller, Germar T1 - 1,2,4-Cyclohexatrien, ein Isobenzol, und Bicyclo[4.4.0]deca-1,3,5,7,8-pentaen, ein Isonaphthalin : Erzeugung und Abfangreaktionen N2 - No abstract available Y1 - 1992 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-30249 ER - TY - JOUR A1 - Christl, Manfred A1 - Braun, Martin T1 - Generation and interception of 1-OXA-2,3-Cyclohexadiene and 1,2,4-Cyclohexatriene N2 - 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. KW - Chemie Y1 - 1989 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-56566 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,