The Journal of Organic Chemistry

Electrochemistry of anilines. 6. Reactions of electrogenerated biphenylylnitrenium ions

A Rieker, B Speiser

Index: Rieker, Anton; Speiser, Bernd Journal of Organic Chemistry, 1991 , vol. 56, # 15 p. 4664 - 4671

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Citation Number: 14

Abstract

3, 5-Di-tert-butyl-substituted biphenyl-4-ylnitrenium ions are generated by anodic oxidation of the corresponding biphenylylamines in acetonitrile in the presence of a base. The reactions of these species with several nucleophiles are studied. The principal reaction sites are identified as the positions ortho and para to the= NH moiety. No reactions at the iminium nitrogen and in the second ring of the biphenyl system are observed. Products are ...