Unexpected photooxidation of H-bonded tetracene

被引：39
|
作者：
Liang, Zhixiong [1 ]
Zhao, Wei [1 ]
Wang, Shenglong [2 ]
Tang, Qin [1 ]
Lam, Sheung-Chuen [1 ]
Miao, Qian [1 ]
机构：
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
[2] NYU, Dept Chem, New York, NY 10003 USA
来源：
ORGANIC LETTERS | 2008年 / 10卷 / 10期
关键词：
D O I：
10.1021/ol800620s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In our attempts of tuning the molecular packing of tetracene with H-bonding, we found that tetracenediamide was much more vulnerable to photooxidation than tetracene in crystals despite their similar sensitivity to photooxidation in solution. Unexpectedly photooxidation of tetracenediamide in solution and in crystals show different regioselectivities. To explain the regioselectivity, a mechanism involving H-bonding is proposed. This study indicates that molecular packing in solid state can play an important role in solid-gas reactions.
引用
收藏
页码：2007 / 2010
页数：4
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