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Review
. 2001 Sep;9(9):2467-78.
doi: 10.1016/s0968-0896(01)00222-x.

Artificial receptors involved in enolization and pK(a) shifts

T S Snowden  1 , A P Bisson, E V Anslyn
Affiliations
Review

Artificial receptors involved in enolization and pK(a) shifts

T S Snowden et al. Bioorg Med Chem. 2001 Sep.

Abstract

Abiotic receptors used to enolize carbonyl compounds or to shift substrate pK(a) values are reviewed. These systems exhibit disparate frameworks and several approaches to binding and anion stabilization. Detailed emphasis is placed on a bicyclic cyclophane that induces pK(a) shifts in active methylene compounds through NH-pi hydrogen bonding with the resultant enolates.

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