酸化チタン存在下メタノール中でのアゾベンゼン類の光反応

概要

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Irradiation of four substituted azobenzenes （ 1） in methanolic solution in the presence of titanium dioxidegave 1，2，4，5-tetraphenyl-1，2，4，5-tetraazacyclohexanes （ 3） in 28～62 ％ yields on addition ofacetic acid under aerobic conditions， but di（1，2-diphenylhydrazinyl）methanes （ 4） and hydrazobenzenes（ 2） in moderate yields under nitrogen atmosphere and neutral conditions. Compounds 4 were labileto yield N-methoxymethylhydrazobenzenes （ 5） by nucleophilic attack of methanol in the dark，while to yield 3 by photocatalytic reactions under aerobic and acidic conditions. In addition， the similarphotocatalytic reaction of hydrazobenzene also gave 3 and 4 under aerobic conditions. From theseresults， the photocatalytic reaction mechanism through a hydrazinyl radical was postulated.