1,3-dipolar cycloaddition reactions of stable bicyclic and monocyclic azomethine ylides: Kinetic aspects

被引：39

作者：

Elender, K ^{[1
]}

Riebel, P ^{[1
]}

Weber, A ^{[1
]}

Sauer, J ^{[1
]}

机构：

[1] Univ Regensburg, Inst Organ Chem, D-93040 Regensburg, Germany

来源：

TETRAHEDRON | 2000年 / 56卷 / 25期

关键词：

azomethine ylides; 1,3-dipolar cycloadditions; kinetics; solvent effects; linear free energy relations;

D O I：

10.1016/S0040-4020(00)00352-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Kinetic data for 1,3-dipolar cycloadditions of stable azomethine ylides 1-3 with angle-strained, electron-poor and electron-rich 2 pi-components 4-10 prove that most reactions are LUMOdipole-HOMOdipolarophile-controlled. Small rho-values and a minor solvent effect on the rate constants are in accord with a concerted bond formation in the transition state. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4261 / 4265

页数：5

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