The Journal of Organic Chemistry

A kinetic study of the rearrangement of triarylacetonitrile oxides

LW Gibbs, DK Wedegaertner

文献索引：Gibbs, Leslie W.; Wedegaertner, Donald K. Journal of Organic Chemistry, 1991 , vol. 56, # 26 p. 7320 - 7322

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被引用次数: 6

摘要

The thermal rearrangement of triphenylacetonitrile oxide (la) to triphenylmethyl isocyanate (2) is a fist-order process. Rate constants at five temperatures between 116 and 190 OC were determined giving AH*= 9.3 f 1.1 kcal/mol and AS*=-58.2 A 2.4 cal/mol. K. The rearrangement of substituted triarylacetonitrile oxides (Ib-d) occur only slightly faster than that of la. These results are interpreted in terms of a concerted single-step rearrangement ...