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Hydrolysis of α-Alkyl-α-(methylthio) Methylene Meldrum's Acides. A Kinetic and Computational Investigation of Steric Effects. |
Claude Bernasconi 1, Shoshana D. Brown 1, Mahammad Ali 1, Zvi Rappoport 2, Hiroshi Yamataka 3, Hatim Salim 2 |
1. University of California, Department of Chemistry, California, Santa Cruz 95064, United States |
Abstract |
Steric effects are known to play an important role in SNV reactions that follow the two-step mechanism ( eq 1). However, most studies aimed at quantifying the steric effects have been hampered by the difficulty of distinguishing between steric and
electronic effects on the rate of these reactions. The present investigation of the hydrolysis of 1 with R = H, Me, Et, s-Bu and t-Bu was designed to minimize this problem since the R groups
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Presentation: oral at 18th Conference on Physical Organic Chemistry, Symposium 2, by Claude Bernasconi Submitted: 2006-05-26 07:31 Revised: 2009-06-07 00:44 |