5-azahexenoyl radicals cyclize via nucleophilic addition to the acyl carbon rather than 5-exo homolytic addition at the imine

被引：37

作者：

Falzon, CT

Ryu, I

Schiesser, CH ^{[1
]}

机构：

[1] Univ Melbourne, Sch Chem, Inst Mol Sci & Biotechnol Bio21, Parkville, Vic 3010, Australia

[2] Osaka Prefecture Univ, Dept Chem, Fac Arts & Sci, Osaka 5998531, Japan

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 20期

关键词：

D O I：

10.1039/b207729a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Molecular orbital calculations predict that the 5-azahexenoyl radical ring closes via nucleophilic addition to the acyl carbon to afford the 5-exo product; CCSD(T)/cc-pVDZ//BHLYP/cc-pVDZ calculations predict energy barriers of 36.1 and 46.9 kJ mol(-1) for the exo and endo cyclization modes of the 5-azahexenoyl radical, respectively.

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页码：2338 / 2339

页数：2

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