The Journal of Organic Chemistry

Investigation of thermally induced. alpha.-deoxysilylation of organosilylated hydroxylamine derivatives as a general method for nitrene production

YH Chang, FT Chiu, G Zon

Index: Chang, Young Hwan; Chiu, Fang-Ting; Zon, Gerald Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 342 - 354

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Citation Number: 18

Abstract

A variety of organosilylated hydroxylamine derivatives have been spthesized and studied as possible nitrene generators by thermally induced a-deoxysilylaton: GN (OR') SiR3-GN:+ R'OSiR,, where G= Et02C, ArCO, ArSO,, Me, H, and Ph2PO. The methods used to assess nitrene formation include trapping product characterization, substitutent variation, kinetic activation parameter measurements, Hammett studies, and solvent effects. While the latter ...