Diazotetrakis (trifluoromethyl) cyclopentadiene and ylides of electronegative elements

EP Janulis Jr, AJ Arduengo III

Index: Janulis, Eugene P.; Arduengo, Anthony J. Journal of the American Chemical Society, 1983 , vol. 105, # 11 p. 3563 - 3567

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Citation Number: 34

Abstract

Abstract: The synthesis of diazotetrakis (trifluoromethy1) cyclopentadiene (1) is described. This stable perfluorinated diazo compound undergoes a photochemical loss of nitrogen to yield a reactive intermediate which reacts with a variety of elements bearing lone pairs to give tetrakis (trifluoromethy1) cyclopentadiene ylides. The synthesis of carbonyl, thiocarbonyl, and halonium ylides is described as well as evidence for oxonium and ...