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2011•Journal of Macromolecular Science Part ARequires access

Oxidation of Cyclohexene with Oxygen Catalyzed by Supported Dinuclear Schiff-Base Complex

Yue Chang, Hukui Chen, Yurong Lv, Fei Zha, Hongwei Liu

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Abstract

Oxidation of cyclohexene, using chloromethylated polystyrene supported dinuclear Schiff-base complexes (PS-DD-M, where M= Cu2+, Co2+, Ni2+ and Mn2+, respectively) as catalyst and molecular oxygen as oxidant, was studied. In the oxidation reaction, cyclohexene was oxidized to 7-oxabicyclo[4,1,0]heptane, 2-cyclohexene-1-ol, 2-cyclohexene-1-one and 2-cyclohexene-1-hydroperoxide. It was found that the conversion of cyclohexene decreases in the order of PS-DD-Cu> PS-DD-Mn>PS-DD-Co>PS-DD-Ni, but the turnover number decreases with PS-DD-Ni>PS-DD-Mn>PS-DD-Co>PS-DD-Cu. A maximum conversion of 43% was observed for PS-DD-Cu/O2 system after a reaction of 10 h at 343 K as catalyst: substrate = 2 mg: 2 mL.

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Oxidation of cyclohexene, using chloromethylated polystyrene supported dinuclear Schiff-base complexes (PS-DD-M, where M= Cu2+, Co2+, Ni2+ and Mn2+, respectively) as catalyst and molecular oxygen as oxidant, was studied. In the oxidation reaction, cyclohexene was oxidized to 7-oxabicyclo[4,1,0]heptane, 2-cyclohexene-1-ol, 2-cyclohexene-1-one and 2-cyclohexene-1-hydroperoxide. It was found that the conversion of cyclohexene decreases in the order of PS-DD-Cu> PS-DD-Mn>PS-DD-Co>PS-DD-Ni, but the turnover number decreases with PS-DD-Ni>PS-DD-Mn>PS-DD-Co>PS-DD-Cu. A maximum conversion of 43% was observed for PS-DD-Cu/O2 system after a reaction of 10 h at 343 K as catalyst: substrate = 2 mg: 2 mL.

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Available abstract

Oxidation of cyclohexene, using chloromethylated polystyrene supported dinuclear Schiff-base complexes (PS-DD-M, where M= Cu2+, Co2+, Ni2+ and Mn2+, respectively) as catalyst and molecular oxygen as oxidant, was studied. In the oxidation reaction, cyclohexene was oxidized to 7-oxabicyclo[4,1,0]heptane, 2-cyclohexene-1-ol, 2-cyclohexene-1-one and 2-cyclohexene-1-hydroperoxide. It was found that the conversion of cyclohexene decreases in the order of PS-DD-Cu> PS-DD-Mn>PS-DD-Co>PS-DD-Ni, but the turnover number decreases with PS-DD-Ni>PS-DD-Mn>PS-DD-Co>PS-DD-Cu. A maximum conversion of 43% was observed for PS-DD-Cu/O2 system after a reaction of 10 h at 343 K as catalyst: substrate = 2 mg: 2 mL.

Key concepts: Cyclohexene, Catalysis, Schiff base, Chemistry, Oxygen, Photochemistry, Medicinal chemistry, Turnover number

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