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KMID : 1059519930370070648
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Journal of the Korean Chemical Society
1993 Volume.37 No. 7 p.648 ~ p.654
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Saturated- and Unsaturated-Azamacrocyclic Complexes (M = Co3+, Fe3+ and Mn3+) Catalyzed Oxidation of Hindered Phenols by Molecular Oxygen under Sodium Borohydride
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Park Yu-Chul
Kim Sung-Su
Na Hun-Gil
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Abstract
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[M(cyclam)X2]Y(M = Co3+, Fe3+, Mn3+ : X = Cl-, Br-, NCS- : Y = Cl-, Br-, NCS-), [Co(trans-14-diene)X2]Y(X = Cl-, Br- : Y = ClO4-) and [Co(trans-14-diene)](ClO4)2 were able to activate an molecular oxygen under sodium borohydride. 2,4-di-tert-butylphenol and 2,6-di-tert-butylphenol reacted with activated molecular oxygen to give 2,4-tert-butyl-1,6-benzoquinone(BQ) and 3,5,3',5'-tetra-tert-butyldiphenoquinone(DPQ). The saturated tetraazamacrocyclic complexes, [Co(cyclam)X2]Y, were more an effective catalyst than [Co(trans-14-diene)X2]Y the unsaturated complexes in the formation of BQ and DPQ. The mole ratio of O2 vs. catalyst (O2/M) for [Co(cyclam)X2]Y and [Co(trans-14-diene)X2]Y was 1/1, while it was 1/2 for [M(cyclam)Cl2]Cl(M = Fe(Ⅲ), Mn(Ⅲ)). The results suggested that Co(Ⅲ)-macrocyclic complexes activated molecular oxygen as superoxolike O2-and [M(cyclam)Cl2]Cl(M = Fe(Ⅲ), Mn(Ⅲ)) activated that as peroxolike O22-.
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