Kinetic isotope effects in the mechanisms of thermal allylic rearrangements

Autor:	Harold Kwart, David A. Benko
Rok vydání:	1979
Předmět:	Allylic rearrangement Isotope Stable isotope ratio Inorganic chemistry Sulfoxide General Chemistry Biochemistry Chemical reaction Catalysis chemistry.chemical_compound Colloid and Surface Chemistry chemistry Deuterium Computational chemistry Kinetic isotope effect Thiophene
Zdroj:	Journal of the American Chemical Society. 101:1277-1279
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja00499a039
Popis:	Heavy-atom (sulfur) isotope effects accompanying the thermal sulfoxyallylic rearrangement (1,3 migration of a phenylfulfinyl group across an allylic framework) support a dissociative transition state. This thiaallylic migration mechanism was verified by previously reported secondary deuterium isotope effect studies. The implication of these results for the automerization of the sulfoxide of perfluorotetramethyl (Dewar thiophene) is briefly considered. (JSR)
Databáze:	OpenAIRE
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