Journal of the American Chemical Society

The Metalation of 4-t-Butyldiphenyl Sulfone with n-Butyllithium1

DA Shirley, EA Lehto

Index: Shirley; Lehto Journal of the American Chemical Society, 1957 , vol. 79, p. 3481,3484

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Citation Number: 11

Abstract

The metalation of 4-t-butyldiphenyl sulfone by n-butyllithium results in introduction of the lithium atom in the positions ortho to the sulfone group, 69% of the metalation occurring in the unsubstituted ring and 317, in the ring containing the &butyl group. This orientation is due to the deactivating influence toward metalation exerted by the t-butyl group through its inductive effect.