Ag+-catalyzed rearrangements. XIV. Influence of structural features of the course of bicyclo [1.1. 0] butane rearrangements catalyzed by silver (I) ion

LA Paquette, RP Henzel, SE Wilson

Index: Paquette,L.A. et al. Journal of the American Chemical Society, 1972 , vol. 94, # 22 p. 7780 - 7788

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Citation Number: 19

Abstract

Abstract: Nine bicyclo [ll. O] butanes, substituted to varying degrees with alkyl and aryl groups, have been rearranged with catalytic amounts of silver salts. In all cases, 1, 3-dienes were producedbut the positioning of substituents on this structural framework was found to vary with structure. When C1 and C3 are unsubstituted, the cleavage of diametrically opposed edge bonds occurs, a reaction which is kinetically accelerated with 2, 2, 4, 4- ...