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cis- and trans-1,2-Dimethylspiro[2.6]nona-4,6,8-triene

✍ Scribed by Maitland Jones Jr.; Edward W. Petrillo Jr.

Book ID: 104239911
Publisher: Elsevier Science
Year: 1969
Tongue: French
Weight: 208 KB
Volume: 10
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)88585-3

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✦ Synopsis

THE DELICATE balance of the norcaradlene-cycloheptatriene equilibrium is of continuing concern to organic chemists.= One of the several factors which influence this equilibrium is the magnitude of the external angle at the 7 position of the cycloheptatriene ring. Our interest in this problem4'5 has led us to attempt a synthesis of a series of compounds in which the external angle is gradually widened. We describe here two molecules, Land 2_, in which the external angle is at a minimum, and some remarkable chemical shift coincidences in the nmr spectra of these compounds and their immediate precursors.

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