Photocyclization of a conformationally constrained 2-vinylbiphenyl

被引：8
|
作者：
Sajimon, MC [1 ]
Lewis, FD [1 ]
机构：
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
来源：
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2005年 / 4卷 / 10期
关键词：
D O I：
10.1039/b511270b
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The synthesis and photochemical behavior of a rigid analog of syn-2-vinylbiphenyl are reported. This analog undergoes quantitative conversion to a tetrahydrobenzanthracene derivative upon irradiation in fluid solution. Product formation is proposed to occur via photocyclization to yield an unstable intermediate followed by an intramolecular thermal hydrogen shift. The intermediate can be observed upon irradiation at low temperature either in a rigid glass or in liquid propane solution. The temperature dependence of its decay is indicative of a tunneling mechanism for the hydrogen shift process.
引用
收藏
页码：789 / 791
页数：3
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