Mechanism of the ligand-free CuI-catalyzed azide-alkyne cycloaddition reaction

Mechanism of the ligand-free CuI-catalyzed azide-alkyne cycloaddition reaction
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DOI:
10.1002/anie.200461496
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发表时间:
2005-01-01
影响因子:
16.6
通讯作者:
Finn, MG
Finn, MG
中科院分区:
化学1区
文献类型:
--
作者:
Rodionov, VO;Fokin, VV;Finn, MG

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一个强大的引擎:Cu催化叠氮化物-炔环加成依赖于末端炔2快速形成Cu i -乙酰基配合物及其激活有机叠氮化物1的能力。一项动力学研究揭示了对金属的双分子依赖性和该过程异常快速的分子内变体。结果表明3作为反应中间体的重要性。
(Chemical Equation Presented) A powerful engine: The Cu-catalyzed azide-alkyne cycloaddition depends on rapid formation of Cu I-acetylide complexes from terminal alkynes 2 and their ability to activate organic azides 1. A kinetics study uncovered a bimolecular dependence on the metal and an unusually fast intramolecular variant of the process. The results suggest the importance of 3 as a reactive intermediate.