Aromatization of 1, 4-cyclohexadienes with tetracyanoethylene: a case of varying mechanisms

BM Jacobson, P Soteropoulos…

文献索引：Jacobson, Barry M.; Soteropoulos, Patricia; Bahadori, Sheila Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3247 - 3255

全文：HTML全文

被引用次数: 20

摘要

The aromatization of 1, 4-cyclohexadiene and four alkyl-substituted 1, 4-cyclohexadienes with tetracyanoethylene was examined and found in four of five cases to involve two competing mechanisms. Most of each reaction proceeded by concerted ene addition followed by breakdown of the ene adduct, probably heterolytically. Rate constants for diene reaction were determined in acetonitrile-d, and p-dioxane-d8. Adducts were isolated in ...