Thermolysis of sulfonyl azides bearing nucleophilic neighboring groups. A search for anchimeric assistance

SP McManus, MR Smith, RA Abramovitch…

Index: McManus, Samuel P.; Smith, Maurice R.; Abramovitch, Rudolph A.; Offor, Mercy N. Journal of Organic Chemistry, 1984 , vol. 49, # 4 p. 683 - 687

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Citation Number: 10

Abstract

In a search for anchimeric assistance by n-or*-donor neighboring groups in sulfonyl azide decompositions, 25 sulfonyl azides have been prepared and thermolyzed in 1- chloronaphthalene. First-order rate constants at 135 and 165" C were determined by measuring the volume of nitrogen gas evolved. Rate constants at other temperatures were determined for some of the azides and, in all cases, activation parameters were computed. ...