Stabilized cyclopropyl cation. Synthesis and solvolysis of 1-chlorobicyclopropyl

JA Landgrebe, LW Becker

Index: Landgrebe,J.A.; Becker,L.W. Journal of the American Chemical Society, 1968 , vol. 90, p. 395 - 400

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Citation Number: 26

Abstract

Abstract: The silver ion assisted acetolysis of 1-chlorobicyclopropyl (2), prepared by vapor phase chlorination of the parent hydrocarbon, produced only unrearranged 1- acetoxybicyclopropyl (8)(42.6%) and a mixture of trans-and cis-enol acetates 9 and 10 (34.8 and 22.6%). Similarly, silver ion assisted hydrolysis of chloride 2 produced ethyl cyclopropyl ketone, presumably uiu the intermediate 1-bicyclopropanol (13). Both solvolyses ...