Observation on the fragmentation of some tosylhydrazones using electrochemically generated superoxide ion.

M Singh, SC Mishra, RA Misra

Index: Singh; Mishra; Misra Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 4 p. 1233 - 1236

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Citation Number: 3

Abstract

Superoxide ion (O 2\ newdot) generated in situ by electrochemical reduction of molecular oxygen in dimethylformamide (DMF) at mercury cathode, behaves as a mild effective base to deprotonate the acidic hydrogen from tosylhydrazones of benzophenone (1), benzaldehyde (2), cyclohexanone (3), benzoin (4), acetophenone (5), and benzil (6) finally affording tetraphenylethene (1a), trans-stilbene (2a), cyclohexene (3a), deoxybenzoin (4a), ...