Solid-state photolysis of α-azidoacetophenones

被引：20

作者：

Mandel, Sarah M. ^{[1
]}

Singh, Pradeep N. D. ^{[1
]}

Muthukrishnan, Sivaramakrishnan ^{[1
]}

Chang, Mingxin ^{[1
]}

Krause, Jeanette A. ^{[1
]}

Gudmundsdottir, Anna D. ^{[1
]}

机构：

[1] Univ Cincinnati, Dept Chem, Cincinnati, OH 45221 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 19期

关键词：

D O I：

10.1021/ol061398s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solid-state photolysis of 1 yields 2 in a crystal-to-crystal reaction. The reaction takes place by alpha-cleavage to form a benzoyl and an azido alkyl radical pair. The azido alkyl radicals rearrange into iminyl radicals and N-2. The iminyl and benzoyl radicals are held in close proximity within the crystal lattice, which allows them to combine and form 2. X-ray structure analysis, molecular modeling and trapping studies support this mechanism.

引用

页码：4207 / 4210

页数：4

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