Aerobic Oxidation of Thiophenol Catalytzed by Co(Ⅱ) Tetrakis(n-propyl-oxycarbonyl)phthalocyanine in Bilayer Membrane of Vesicle

Abstract

Abstract: The oxidation of thiophenol(RSH) to phenyl disulfide catalyzed by Co(Ⅱ) tetrakis(propyl-oxycarbonyl)phthalocyanine[CoPc(COOC₃H₇)₄] in the presence of molecular oxygen was studied in synthetic bilayer membrane of vesicle, which is composed of hexadecyl 2-hydroxy-3-chloropropyl phosphate, SDS micelle, ethanol and benzene respectively. The catalytic activities followed the order of CoPc(COOC₃H₇)₄ in the bilayer membrane>ethanol>benzene, and in the bilayer membraneSDS micelle. UV-Vis spectroscopic studies reveal that the catalytic oxidation proceeds through RS--CoPc-O₂ intermediate. The catalytic activity of CoPc(COOC₃H₇)₄ in the bilayer membrane of vesicle higher than that in the other media is considered to be attributable to the disaggregation of CoPc(COOC₃H₇)₄ incorporated into the bilayer membrane and the easier H+ dissociation of RSH on the polar surface of the bilayer membrane bordered by bulk aqueous phase.

Key words: Vesicle, Cobalt phthalocyanines, Catalysis, Thiophenol, Oxidation

CLC Number:

O631

TrendMD:

SONG Xi-Ming, ZHANG Dan, CHANG Xiao-Hong, ZHANG Li, ZHANG Xiang-Dong, LIU Qi-Tao. Aerobic Oxidation of Thiophenol Catalytzed by Co(Ⅱ) Tetrakis(n-propyl-oxycarbonyl)phthalocyanine in Bilayer Membrane of Vesicle[J]. Chem. J. Chinese Universities, 2005, 26(2): 394.

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Aerobic Oxidation of Thiophenol Catalytzed by Co(Ⅱ) Tetrakis(n-propyl-oxycarbonyl)phthalocyanine in Bilayer Membrane of Vesicle

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