Product ratio variation in reactions of o-(3-butenyl) halobenzenes and 6-bromo-1-hexene with alkali metals in ammonia/tert-butyl alcohol solution. Indications of …

GF Meijs, JF Bunnett, ALJ Beckwith

Index: Meijs,G.F.; Bunnett,J.F.; Beckwith,A.L. Journal of the American Chemical Society, 1986 , vol. 108, p. 4899

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Citation Number: 21

Abstract

Abstract: The four o-(3-butenyl) halobenzenes, on reaction with K, Na, or Li in 67% ammonia/33% tert-butyl alcohol medium, afford mainly 1-methylindan, considerable 3- butenylbenzene, and some 1, 2-bis (1-indany1) ethane. The first and third of these products are believed to result from cyclization of intermediate o-(3-butenyl) phenyl radical. The variation of product ratio with the identity of the halogen is inconsistent with a conventional ...