RECOGNITION OF CHIRALITY AND RESIDUAL GROUPS OF AMINO-ACID ESTERS USING NEW TRIFUNCTIONAL CHIRAL PORPHYRINS WITH C(2) SYMMETRY

An intrinsic chiral recognition host, [trans-5,15-bis(2-hydroxyphenyl)-10-{2,6-bis(methoxycarbonylmethyl)phenyl}-2,3,17,18-tetraethylporphyrinato]zinc(II) 1, is synthesized and found to show an enantioselectivity of ca. 2:1 for L- and D-amino acid esters having non-polar residues, whereas it shows a reversed enantioselectivity of ca. 1 : 2 for L- and D-Ser-OBzl.