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What causes aqueous acceleration of the Claisen rearrangement?

Authors :
Cramer, Christopher J.
Truhlar, Donald G.
Source :
Journal of the American Chemical Society. Nov 4, 1992, Vol. 114 Issue 23, p8794, 6 p.
Publication Year :
1992

Abstract

Analyses of Claisen rearrangement of carboxymethylated derivative, possible methoxy-substituted derivatives, a pair of alkylated derivatives and allyl vinyl ether confirm that electric polarization and first hydration shell hydrophilic effects are responsible for the aqueous acceleration of the rearrangement. Responsiveness to substitution pattern is very high.

Details

ISSN :
00027863
Volume :
114
Issue :
23
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.15367023