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The chemistry of cycloheptatriene. Part XIV: Hydrogen shifts in (4-Dimethylaminophenyl)cycloheptatrienes

✍ Scribed by A. P. ter Borg; H. Kloosterziel; Y. L. Westphal

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
329 KB
Volume
86
Category
Article
ISSN
0165-0513

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The chemistry of cycloheptatriene: Part
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## Abstract 7‐Phenylcycloheptatriene‐1,3,5 rearranges on heating to a mixture of the 3‐, 1‐ and 2‐isomers. These are formed in the order indicated by successive trans‐annular 1‐5 shifts of hydrogen. The isomerization of the 7‐ to the 3‐isomer, by which the trienic and aromatic systems enter into co

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## Abstract Tropylium perchlorate and fluoroborate have been prepared by the autoxidation of cycloheptatriene dissolved in acetic acid containing perchloric or fluoroboric acid, respectively. An optimum yield of 60 % (calculated on the strong acid) is obtained by employing twice as much cycloheptat

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## Abstract 2,7‐Dihydrotropone upon heating at 60‐100deg; isomerizes (partly) to the 2,3‐isomer. Kinetic data: order of the reaction, influence of solvent and entropy of activation, point to a mechanism involving an intramolecular 1‐5 shift of hydrogen in this cycloheptadiene derivative.