Studies on Chiral Molecular Recognition of Salen Zn with Amino Acid Esters

Abstract

Abstract: Using UV-Vis spectrophotometer technique, the association constants of chiral molecular recognition reaction were measured between Salen Zn and series D- and L-amino acid esters in CHCl₃. The association constants decrease in the orders of K(LeuOMe) >K(ValOMe)>K(AlaOMe); K(ThrOMe)>K (SerOMe)>K(TyrOMe) and K(D)>K(L). The thermodynamic parameters were determined by Van't Hoff equation. The phenomenon of enthalpy-entropy compensation and enan-tiomer selection were discussed. In addition, the theory studies by means of molecular mechanics and quantum chemistry computation were performed, which gave the reasonable explanation for the experimental results and the behavior of molecular recognition.

Key words: Salen Zn, Amino acid ester, Chiral molecular recognition, Enthalpy-entropy compensation, Molecular mechanic, Quantum chemical calculation

CLC Number:

O641.24

TrendMD:

RUAN Wen-Juan, ZHANG Yu-Ling, ZHAO Xiao-Jing, JIANG Dong-Qing, ZHU Zhi-Ang . Studies on Chiral Molecular Recognition of Salen Zn with Amino Acid Esters[J]. Chem. J. Chinese Universities, 2003, 24(9): 1657.

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Studies on Chiral Molecular Recognition of Salen Zn with Amino Acid Esters

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