The Journal of Organic Chemistry

Bishomoaromatic stabilization of bicyclic anions

WN Washburn

Index: Washburn, William N. Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4287 - 4289

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Citation Number: 23

Abstract

The pK,'s per hydrogen of bicyclo [3.2. l] octadiene (11, bicyclo [3.2. l Joctene (2), bicyclo [3.2. 2] nonadiene (5), and bicyclo [3.2. 2] nonatriene (6), as measured in cyclohexylamine, were 31.4,> 40.5, 34.0, and 32.0, respectively. The enhanced acidity of diene 1 corresponds