Catalytic action of triarylstibanes: oxidation of benzoins into benzyls using triarylstibanes under an aerobic condition.
Benzoins are simply oxidized to benzils in excellent yields with a catalytic amount of triarylstibanes under an aerobic condition. This catalytic oxidation is heteroatom-specific in the antimony compound and no reaction take place with other group 15 reagents such as triphenylphosphane, -arsane and -bismuthane. The reaction should involve an oxidation-reduction cycle between stibane Sb(III) and stiborane Sb(V) under air.
Yasuike
Shuji
S
Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa.
Kishi
Yoshihito
Y
Kawara
Shin-Ichiro
S
Kurita
Jyoji
J
D000332:Aerobiosis; D001573:Benzoin / Q000737:chemistry*; D001593:Benzyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010084:Oxidation-Reduction
D001593:Benzyl Compounds; D006846:Hydrocarbons, Halogenated; D007202:Indicators and Reagents; D001573:Benzoin