Angular ligand constraint yields an improved olefin aziridination catalyst

被引：52

作者：

Vedernikov, AN ^{[1
]}

Caulton, KG ^{[1
]}

机构：

[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 15期

关键词：

D O I：

10.1021/ol034681p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The use of a pyridinophane, a macrocycle composed of three pyridines linked, via all ortho positions through CH2 or CH2CH2 groups, bound to copper, gives good performance (rate and yield) catalyzing the conversion of substituted aliphatic olefins and PhINTs to aziridines. Advantages also derive from using CH2Cl2 solvent and the weakly coordinating anions BAr4- (Ar = C6H5 or 3,5-C6H3(CF3)(2)). Reactions are complete in minutes at 20 degreesC, and yields are almost quantitative for olefins not bearing secondary allylic CH bonds; however, cis-cyclooctene gives only the aziridine despite the allylic hydrogens.

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页码：2591 / 2594

页数：4

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