Generation and rearrangements of the 1-cyclopropylvinyl cation. Comparison of the intermediates formed upon ionization of 1-cyclopropyl-1-iodoethylene and 3, 4- …

RG Bergman, SA Sherrod

文献索引：Sherrod,S.A.; Bergman,R.G. Journal of the American Chemical Society, 1971 , vol. 93, # 8 p. 1925 - 1940

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被引用次数: 25

摘要

Abstract: Evidence is presented that 1-cyclopropyl-1-iodoethylene (13) undergoes both silver-catalyzed and uncatalyzed solvolysis cia the initial formation of the 1-cyclopropylvinyl cation (14). This ion appears to be stabilized by delocalization of charge from the ionization center into the cyclopropane ring. The products of ionization of 13 have been compared with those from 3, 4-pentadien-1-yl iodide (34); both distributions are very similar when the ...