Studies on photooxidations V: Cyanoanthracene sensitized electron transfer photooxidation of acenaphthylene

Abstract

The photooxidn. of acenaphthylene (AN) sensitized by 9,10-dicyanoanthracene (DCA) or 9-cyanoanthracene in acetonitrile was shown to give carbonyl-contg. derivatives I-IV. It was found that the reaction proceeded in a stepwise manner and the dimerization of AN competed with the photooxidn. An electron-transfer (ET) mechanism which involves 2-step ET accounted for the title reaction. It was shown that biphenyl (BP) could considerably enhance the above photooxidn. The behavior of BP corresponds to inserting an ET relay chain in the initial DCA-sensitized chains.

Key words: REACTION MECHANISM, PHOTOOXIDATION, ELECTRON TRANSFER, CHEMILUMINESCENCE REACTION, DINITRILE, NITRILE, ANTHRACENE P, ACENAPHTHYLENE

CLC Number:

O644
O621.16

Cite this article

JIANG ZHIQIN;LIU JIFENG. Studies on photooxidations V: Cyanoanthracene sensitized electron transfer photooxidation of acenaphthylene[J]. Acta Chimica Sinica, 1988, 46(1): 96-98.

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