Kinetics of the competitive 1, 2-carbon migrations of an unsymmetrically substituted cyclopropylchlorocarbene

RA Moss, W Liu, K Krogh-Jespersen

Index: Moss, Robert A.; Liu, Weiguo; Krogh-Jespersen, Karsten Journal of Physical Chemistry, 1993 , vol. 97, p. 13413 - 13418

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Citation Number: 24

Abstract

Photolysis of 3-(2, 2-dimethylcyclopropyl)-3-chlorodiazirine (4) at 25 OC in pentane affords 8 1% of the 1, 2-C migration products 1-chloro-3, 3-dimethylcyclobutene (5) and 2-chloro-3, 3- dimethylcyclobutene (6) in a 4.8: 1 distribution, as well as 19% of the fragmentation products, isobutene, and chloroacetylene. Experiments in the presence of the carbene trap trimethylethylene point to product formation from the electronically excited diazirine (4*), ...