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KMID : 1059519920360040558
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Journal of the Korean Chemical Society
1992 Volume.36 No. 4 p.558 ~ p.564
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Metalloporphyrin Catalyzed Olefin Epoxidation and Molecular Orbital Study
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Yeo Hwhan-Jin
Sin Hyun-Chun
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Abstract
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Product yields were determined for the reaction of styrene with sodium hypochlorite (NaOCl) in CH2Cl2 with various substituted manganese porphyrin complexes as catalysts. In the presence of the electron withdrawing group and ortho-substituted manganese porphyrin complexes, reaction rate and epoxide selectivity are increased. Also reaction rate and epoxide selectivity are largely increased by the presence of imidazole which behaves as axial ligand of the manganese porphyrin complexes. By the kinetic study with Michealis-Menten equation, the factor significantly affected to catalytic ability is Km value. A large binding affinity consists with the low Km. With theoretical analysis by EHMO calculation, the results are in good agreement with experimental data.
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