| Literature DB >> 11440585 |
J P Richard1, M M Toteva, T L Amyes.
Abstract
[structure: see text] We propose that controversy concerning the mechanism for solvolysis at tertiary carbon is semantic and can be avoided by making a clear distinction between (1) nucleophilic solvent participation, which is stabilization of the transition state for concerted solvolysis by formation of a partial covalent bond to the solvent nucleophile, and (2) nucleophilic solvation, which is stabilization of the transition state for stepwise solvolysis through carbocation or ion pair intermediates by charge-dipole interactions with nucleophilic solvents.Entities:
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Year: 2001 PMID: 11440585 DOI: 10.1021/ol016103j
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005