Footprint Catalysis. IX. Molecular Footprint Catalytic Cavities Imprinted with Chiral Hydantoins; Enantioselective Hydantoinase Mimics
- 1 March 1994
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 67 (3) , 748-756
- https://doi.org/10.1246/bcsj.67.748
Abstract
Imprinting using chiral 5-phenyhydantoins ((5R)- and (5S)-5-pheny-2,4-imidazolinedione) as templates could mark chiral molecular footprint-like cavities on a silica (alumina) gel surface. These cavities displayed evident enantioselective catalyses in reactions of (R)- and (S)-N-carboxyphenylglycine anhydrides, and (R)- and (S)-5-phenylhydantoins with 2,4-dinitrophenolate, respectively. A proposed mechanism and temperature effects on catalysis suggested that the enantioselectivities depended on the binding step of the catalysis.This publication has 11 references indexed in Scilit:
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