β-deuterium kinetic isotope effects in the solvolysis of 2-aryl-1,1,1-trifluoro-2-propyl tosylates and of 2-aryl-2-profyl p-nitrobenzoates. Evidence for a variation of the contribution of α-methyl substituent in stabilizing cationic reaction centers with different electron demand
- 31 December 1986
- journal article
- Published by Elsevier in Tetrahedron Letters
- Vol. 27 (31) , 3623-3626
- https://doi.org/10.1016/s0040-4039(00)84865-0
Abstract
No abstract availableKeywords
This publication has 16 references indexed in Scilit:
- Solvolysis of 1-aryl-2,2,2-trifluoroethyl sulfonates. Kinetic and stereochemical effects in the generation of highly electron-deficient carbocationsJournal of the American Chemical Society, 1983
- Secondary Deuterium Isotope Effects on Reactions Proceeding Through CarbocationsPublished by Wiley ,1983
- Solvolytic studies of the highly deactivated 1-aryl-1-(trifluoromethyl)ethyl tosylatesJournal of the American Chemical Society, 1982
- Hydrogen participation vs. elimination. The role and fate of neighboring hydrogen in solvolysis of neomenthyl tosylateThe Journal of Organic Chemistry, 1980
- Medium Effects on the Rates and Mechanisms of Solvolytic ReactionsPublished by Elsevier ,1977
- Methyl-d3 isotope effects, .alpha.-methyl hydrogen rate effects, and the analysis of some solvolytic reaction mechanismsJournal of the American Chemical Society, 1975
- Solvolysis rates of 7-methyl- and 7-methyl-d3-7-norbornyl tosylates in trifluoroethanol. a case of an apparent breakdown of the mY relationshipTetrahedron Letters, 1972
- Solvolyses in fluoroalcohols. II. Anomalous behavior of tert-butyl chloride and 7-methyl-7-norbornyl tosylate in hexafluoroisopropanol-water mixturesTetrahedron Letters, 1972
- Solvolysis rates and deuterium isotope effects in 2,2,2-trifluoroethanol-water mixturesJournal of the American Chemical Society, 1969
- Effects of deuterium substitution on the rates of organic reactions. XI. .alpha.- and .beta.-Deuterium effects on the solvolysis rates of a series of substituted 1-phenylethyl halidesJournal of the American Chemical Society, 1968