Design and Synthesis of Chiral Aromatic Amide Molecular

Abstract

A series of novel aromatic amide molecular tweezers with different chiral centers and cavities were designed and synthesized by using isophthalic acid as the spacer to bridge the different L-amino acid methyl esters under microwave irradiation. Their structures were characterized by ¹H NMR, IR spectra and elemental analysis. Their recognition properties for aromatic amines and methyl esters of amino acids were investigated. The preliminary results indicate that these chiral molecular tweezers not only recognize neutral molecules with a stability constant up to 2.66×10³ L•mol^－1, but also show good enantioselectivity for D/L-amino acid methyl esters.

Key words: microwave irradiation, chiral molecular tweezer, aromatic amide

Cite this article

WANG Jian^1,2,YANG Zu-Xing,ZHANG Qing-Hua,CHEN Shu-Hua*^,1. Design and Synthesis of Chiral Aromatic Amide Molecular[J]. Chin. J. Org. Chem., 2005, 25(07): 850-853.

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