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Generation and notable position dependent electrocyclization of cycloheptatrienylphenylcarbonium ions -electrocyclization of a norcaradiene

✍ Scribed by Kiyoharu Mizumoto; Keiji Okada; Masaji Oda

Book ID: 104233716
Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 270 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81348-4

No coin nor oath required. For personal study only.

✦ Synopsis

Summarl: While (l-and 2-cycloheptatrienyl)phenylcarbonium ions undergo electrocyclizations through the cycloheptatriene forms giving dihydrobenz[a]azulenes, (3-cycloheptatrienyl)diphenylcarbonium ion does through the norcaradiene form. (7-Cycloheptatrienyl)diphenylcarbnium ion undergoes a rearrangement.

A possible rationalization is discussed.

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