THE PHOTOCHEMICAL-REACTIONS OF THE HALOGENATED N-BENZYLANILINES - MECHANISM OF THE REACTIONS

被引:14
作者
PARK, YT
LEE, IH
KIM, YH
机构
[1] Department of Chemistry, Kyungpook National University, Taegu
关键词
D O I
10.1002/jhet.5570310658
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several N-(2-halobenzyl)anilines and N-benzyl-2-haloanilines have been synthesized and their photochemical reactions studied. Upon irradiation, the aqueous acetonitrile solution of N-benzyl-2-chloroaniline was cyclized and reduced to give phenanthridine, 5,5',6,6'-tetrahydro-6,6'-biphenanthridyl (THBP), N-benzylaniline, and bibenzyl. Similar products were produced in the photochemical reactions of other halogenated N-benzylanilines, except iodo-substituted N-benzylanilines. No dimer (THBP) was produced from the iodo-substituted N-benzylanilines. Both singlet and triplet states are involved in the photochemical reactions of the haloarenes.
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页码:1625 / 1629
页数:5
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