Restricted rotation of aryl rings in cis-1, 2-diarylcyclopentanes and diarylmethylcyclobutanes

DY Curtin, PE Bender, DS Hetzel

Index: Curtin,D.Y. et al. Journal of Organic Chemistry, 1971 , vol. 36, # 4 p. 565 - 572

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Citation Number: 9

Abstract

cis-1-Mesityl-2-phenylcyclopentane (cis-I) has been found to undergo rotation of the mesityl ring slowly enough to permit detection by a change in nmr line shape at low temperatures. At the coalescence temperature (-44”), the rate of rotation is approximately 160 sec-1. Cyclobutylmesitylphenylmethane (1x1, 3-bromomesitylcyclobutylphenylmethane (X), isopropylmesitylphenylmethane (XI), and p, B'-dimesityladipic acid (XIII) and its ester XI1 ...