Nickel-Catalyzed N-Arylation Using N-Trimethylsilyl-carbazole

Published as part of the Cluster Silicon in Synthesis and Catalysis

Abstract

Nickel-catalyzed N-arylation reaction of N-trimethylsilyl-carbazole using aryl bromides is found to proceed in the presence of sodium acetate, giving N-aryl-carbazoles in high yields. Under these conditions, N-trimethylsilyl-carbazole could react with aryl bromides selectively even in the presence of other N-trimethylsilyl-amines or N-H-amines. This arylation reaction was applied to the polymerization to provide a polycarbazole.

Key words

carbazole - C–N bond formation - nickel - polymerization

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• 12 The Supporting Information can be used for detailed procedures and the characterization data of other products.