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

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.