Linear ketenimines. Variable structures of C, C-dicyanoketenimines and C, C-bis-sulfonylketenimines

J Finnerty, U Mitschke, C Wentrup

Index: Finnerty, Justin; Mitschke, Ullrich; Wentrup, Curt Journal of Organic Chemistry, 2002 , vol. 67, # 4 p. 1084 - 1092

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Citation Number: 32

Abstract

C, C-Dicyanoketenimines 10a-c were generated by flash vacuum thermolysis of ketene N, S- acetals 9a-c or by thermal or photochemical decomposition of α-azido-β- cyanocinnamonitrile 11. In the latter reaction, 3, 3-dicyano-2-phenyl-1-azirine 12 is also formed. IR spectroscopy of the keteniminines isolated in Ar matrixes or as neat films, NMR spectroscopy of 10c, and theoretical calculations (B3LYP/6-31G*) demonstrate that these ...