Synthesis, Characterization and Molecular Recognition of meso-Tetrakis(o-BocGlyamidophenyl)porphyrinatozinc

Abstract

Abstract: meso-Tetrakis(o-BocGlyamido)porphyrin[H₂T(o-BocGly)APP),1] and its zinc complex [ZnT(o-BocGly)APP, 2] were synthesized and characterized. By means of spec-trophotometer technique, the equilibrium constants of the axial coordination reaction were measured between complex 2 and a series of imidazoles, molecular recognition of imidazoles by the receptor porphyrin 2 was studied. The results show that the equilibrium constants de-crease in the orders of K(Im)> K(2-CH₃Im)> K(EMIm)> K(2-HOCH₂Im) and K (Im)> K(N-CH₃Im)> K(GMZ), suggesting that the steric effect was the key factor, the data of steric effect were calculated, the thermodynamic parameters (这里有图片19991004-1514-2.gif) and Δ r S ○? ? m were investigated by van′t Hoff′s equation, the phenomenon of enthalpy-entropy compensation was the observed in the coordination process.

Key words: meso-Tetrakis(o-BocGlyamidophenyl)porphyrinatozinc(Ⅱ), Imidazoles, Axial coordination reaction, Steric repulsion energy, Molecular recognition

CLC Number:

O614.24

TrendMD:

WANG Chuan-Zhong, ZHU Zhi-Ang, RUAN Wen-Juan, LI Ying, YAN Shi-Kai, CHEN Rong-Ti . Synthesis, Characterization and Molecular Recognition of meso-Tetrakis(o-BocGlyamidophenyl)porphyrinatozinc[J]. Chem. J. Chinese Universities, 1999, 20(10): 1509.

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Synthesis, Characterization and Molecular Recognition of meso-Tetrakis(o-BocGlyamidophenyl)porphyrinatozinc

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