Comparative mechanistic study of the reactions of benzophenone with n-butylmagnesium bromide and n-butyllithium

H Yamataka, N Miyano, T Hanafusa

Index: Yamataka, Hiroshi; Miyano, Nobutaka; Hanafusa, Terukiyo Journal of Organic Chemistry, 1991 , vol. 56, # 7 p. 2573 - 2575

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Citation Number: 23

Abstract

Substituent effects on reactivity and product distribution (addition vs reduction) were determined for the reactions of benzophenones with n-BuMgBr and n-BuLi at 0" C. In case of the reaction with n-BuMgBr, metaand para-substituted benzophenones gave a reasonably linear Hammett plot, from which the p value of 1.45 was calculated, while ortho-substituted derivatives deviated downward from the correlation line. In contrast, the reaction with n- ...