Rearrangements of cyclopropylmethylchlorocarbene and dicyclopropylmethylchlorocarbene

RA Moss, W Ma, S Yan, F Zheng

Index: Moss, Robert A.; Ma, Wei; Yan, Shunqi; Zheng, Fengmei Tetrahedron Letters, 2001 , vol. 42, # 51 p. 8923 - 8926

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Citation Number: 4

Abstract

The kinetics and energetics of the 1,2-rearrangements of alkyl- and alkylchlorocarbenes have been much studied, both experimentally and computationally. 1 Benzylchlorocarbene (1), in particular, attracted great attention due to the possible occurrence of quantum mechanical tunneling (QMT) coincident with its 1,2-H shift to β-chlorostyrene. 2., and However, the most recent experiments do not provide support for QMT in this reaction at ambient or near-ambient temperatures. ...