Strain-promoted 1,3-dipolar cycloadditions of diazo compounds with cyclooctynes

被引:23
|
作者
Moran, Joseph [1 ]
Mckay, Craig S. [1 ,2 ]
Pezacki, John Paul [1 ,2 ]
机构
[1] Natl Res Council Canada, Steacie Inst Mol Sci, Ottawa, ON K1A 0R6, Canada
[2] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
关键词
metal-free click chemistry; diazo compounds; 1,3-dipolar cycloaddition; dibenzocyclooctyne; rate constants; LASER-FLASH-PHOTOLYSIS; AZIDE-ALKYNE CYCLOADDITION; CLICK CHEMISTRY; COPPER-FREE; MECHANISMS; PRECURSORS; CELLS; IONS; REACTIVITY; DISCOVERY;
D O I
10.1139/V10-112
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Strain-promoted cycloadditions of diazo compounds with dibenzocyclooctyne proceed with second-order rate constants of >10 L mol(-1) s(-1) at 25 degrees C. These reactions display rate constants that are comparable or greater than those of the analogous reactions of nitrones or azides with cyclooctynes.
引用
收藏
页码:148 / 151
页数:4
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