- An oxidative rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol to 1,1′-biphenyl-carbaldehydes: A mechanistic study
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Acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol gave 1,1′-biphenyl and 1,1′-biphenyl-carbaldehydes in small amounts as well as the expected rearrangement products. A detailed study of the reaction mechanism revealed that the conversion occurs via an oxidative process through the consecutive formation of cycloheptadienes, cycloheptatrienes, and 1,1′-biphenyls. The acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0] hept-2-en-6-ols gave 1- and 2-phenylcycloheptatrienes directly, from which 1,1′-biphenyl and 1,1′-biphenyl-carbaldehydes were obtained by oxidation.
- Ceylan, Mustafa,Findik, Esra,Secen, Hasan
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experimental part
p. 559 - 568
(2009/02/07)
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- The reaction of tropone and tropilidene derivatives with palladium acetate in benzene
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Reaction of tropone or tropilidene derivatives with palladium acetate in benzene gave the following results.Tropone yielded 2-phenyltropone and 2,7-diphenyltropone. 2-Methoxytropone gave 2-methoxy-7-phenyltropone.Tropilidene yielded 1-phenyltropilidene but 7-methoxytropilidene gave tropone.
- Saito, Katsuhiro
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p. 265 - 268
(2007/10/02)
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- Direct Proton-Transfer Reaction via a Transient Hydrogen Bond Bridged Allyl Anion System on the Models of Cycloheptatrienes and Propene
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The base-catalyzed intramolecular proton transfer in cycloheptatriene derivatives and propene has been investigated both theoretically and experimentally.A direct 1,3-intramolecular proton shift was observed in cycloheptatriene derivatives, the shift proc
- Takahashi, Kazuko,Suzuki, Tsuyoshi,Toda, Hideo,Takase, Kahei,Koseki, Shiro,Nakajima, Takeshi
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p. 2666 - 2673
(2007/10/02)
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- Base-catalysed isomerization of 7-phenyl-1,3,5-cycloheptatriene
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Under the influence of basic alcohol, 7-phenyl-1,3,5-cycloheptatriene (7c) forms its 1-, 2- and 3-isomers (viz. 1c, 2c and 3c) in parallel reactions, contrary to suggestions made in the literature.The activation parameters for these reactions are given.The difference in behaviour (in isomerization and exchange reactions under basic conditions) between 7-(methoxycarbonyl)-1,3,5-cycloheptatriene (7b) and 7-phenyl-1,3,5-cyclopentatriene (7c) is explained by the weaker electron-attracting properties of the phenyl ring as compared to the methoxycarbonyl substituent.
- Zwaard, A. W.,Prins, M. D.,Kloosterziel, H.
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p. 188 - 192
(2007/10/02)
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