Tetrahedron

Protodediazoniation of aryldiazonium fluoroborates by dimethylformamide

…, R Chang, JR Cort, JL Durant, M Finkelstein, AW Gross…

Index: Markgraf, J. Hodge; Chang, Raymond; Cort, John R.; Durant Jr., Joseph L.; Finkelstein, Manuel; Gross, Andrew W.; Lavyne, Michael H.; Moore, W. Michael; Petersen, Raymond C.; Ross, Sidney D. Tetrahedron, 1997 , vol. 53, # 29 p. 10009 - 10018

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Citation Number: 8

Abstract

The protodediazoniation of aryldiazonium fluoroborates can be effected by warm dimethylformamide (DMF). The conversion of 4-nitrobenzenediazonium fluoroborate to nitrobenzene was studied in detail. Products derived from trapping experiments were consistent with a homolytic process. Studies with deuterated DMF established that H atom abstraction occurred from both sites in DMF with a formyl: methyl preference of 3.5: 1.0. ...