Tetrahedron

Cathodic synthesis of dicyanodiphenyl diselenide from phenylselenobenzonitrile

C Degrand, C Gautier, M Kharroubi

Index: Degrand, Chantal; Gautier, Christine; Kharroubi, Mohamed Tetrahedron, 1988 ,  vol. 44,  # 19  p. 6071 - 6078

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Citation Number: 8

Abstract

The cathodic reduction of 2-, 3-and 4-(phenylseleno) benzonitrile has been carried out in N, N-dimethylformamide and acetonitrile, at mercury, Pt, and glassy carbon electrodes. The first reduction step is accompanied by C-Se bond breaking. In the presence of an acid (fluorene, phenol, Bu4NSO4H), cyanobenzeneselenolate anions are thus generated in high yields, together with a small amount of benzeneselenolate anions (about 85% and 15% yields, ...