Abstract
Abstract Chiral metallomicellar supramolecular systems composed of lipophilic l -histidinol have been investigated for their catalytic activities and enantioselectivities in the hydrolysis of N-protected α-amino acid esters. Kinetic evidence suggests that the mechanism of the deacylation promoted by ligand 4a with a hydroxyl group and 2a lacking a hydroxyl group is different. The apparent p K a of Zn 2+ - 4a is 6.8 in the micelllar aggregate. The highest enantioselectivity in hydrolysis of R ( S )-C 12 -Leu-PNP ( k S / k R =3.01) was obtained with 4a -Zn 2+ as catalyst.
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