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Cyclic unsaturated compounds. XXXV. Intramolecular thermal 1.5-shift of hydrogen in cyclohepta-1,3-diene series.

✍ Scribed by V.A. Mironov; O.S. Chizhov; Ia.M. Kimelfeld; A.A. Akhrem

Publisher: Elsevier Science
Year: 1969
Tongue: French
Weight: 136 KB
Volume: 10
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)87729-7

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✦ Synopsis

It is known that cyclopentadienes', cyoloheptatrienes2 and certain penta--l,+dienes ,<the latter at much higher temperatures)3 undergo double bond isomerization as a result of intramolecular I,+shift of hydrogen. The reversible thermal transformations of these compounds lead to the establishment of thermodynsmic equilibrium between double bond isomers . In the present paper we report on the thermal 1,~shift of hydrogen in cyclohepta-l+diene (0) series. The thermal behavior of methyl-and monodeutero4HDs has been investigated. 2-Hethyl-CHD(Ia)4 and 2-deutero-CHD(Ib)5 were prepared by following routes:

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