PHOTOCHEMISTRY OF HYPOCRELLIN A (Ⅳ)——HYPOCRELLIN A-SENSITIZED PHOTOOXIDATION OF DIPHENYLAMINE

• 作 者: 马俊宁 张曼华 安静仪 蒋丽金
• 机 构: Institute of Photographic Chemistry, Academia Sinica. Beijing,Institute of Photographic Chemistry, A
• 出 处: Science in China,Ser.B
• 发表日期: 1988年04期
• 关键词: singlet methanol acetonitrile methoxy oxidized isomers sensitized irradiation Qi

The photooxidation of diphenylamine in acetonitrile and methanol using Hypocrellin A as sensitizerwill be reported in this paper. The products in the two solvents were isolated and identified. The reac-tion mechanisms were investigated. In acetonitrile, diphenylamine was oxidized by singlet oxygen to formN-phenyl-p-benzoquinonimine. In methanol, N-phenyl-p-benzoquinonimine was produced predominantlythrougth a mechanism irrelevant to singlet oxygen. A small amount of diphenylamine reacted with methanoland singlet oxygen to give a novel product: N-phenyl-2-methoxy-p-benzoquinonimine.

The photooxidation of diphenylamine in acetonitrile and methanol using Hypocrellin A as sensitizerwill be reported in this paper. The products in the two solvents were isolated and identified. The reac-tion mechanisms were investigated. In acetonitrile, diphenylamine was oxidized by singlet oxygen to form N- phenyl-p-benzoquinonimine. In methanol, N-phenyl-p-benzoquinonimine was produced predominantly througth a mechanism irrelevant to singlet oxygen. A small amount of diphenylamine reacted with methanoland singlet oxygen to give a novel product: N-phenyl-2-methoxy- p-benzoquinonimine.