PHOTOREARRANGEMENT OF BENZONORBORNADIENE

被引:72
作者
EDMAN, JR
机构
[1] Central Research Department, Experimental Station, E. I. du Pont de Nemours and Company, Wilmington
[2] Circleville Research, Development Laboratory, Film Department, E. I. du Pont de, Nemours and Co., Circleville
关键词
D O I
10.1021/ja01053a035
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The triplet sensitized rearrangement of benzonorbornadiene (1,4-dihydro-l,4-methanonaphthalene) has been studied in detail. Through labeling experiments, evidence is obtained for an intermediate diradical which resembles a partially closed quadricyclane ring. The quantum yield for the reaction is 0.5 with the T1 state of benzonorbornadiene estimated to be 70 kcal. No fluorescence was detected from benzonorbornadiene and evidence is presented which points to a facile rearrangement during direct irradiation which differs from the triplet-state reaction. © 1969, American Chemical Society. All rights reserved.
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页码:7103 / &
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