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电喷雾电离质谱直接观察到铜(I)催化叠氮化物-炔烃环加成反应中的双核铜中间体。

Dinuclear copper intermediates in copper(I)-catalyzed azide-alkyne cycloaddition directly observed by electrospray ionization mass spectrometry.

机构信息

Dipartimento di Scienze Fisiche e Chimiche Università dell'Aquila, Via Vetoio, Coppito, 67100 L'Aquila (Italy).

出版信息

Angew Chem Int Ed Engl. 2015 Mar 2;54(10):3065-8. doi: 10.1002/anie.201410301. Epub 2015 Jan 22.

DOI:10.1002/anie.201410301
PMID:25614295
Abstract

The mechanism of the CuAAC reaction has been investigated by electrospray ionization mass spectrometry (ESI-MS) using a combination of the neutral reactant approach and the ion-tagging strategy. Under these conditions, for the first time, putative dinuclear copper intermediates were fished out and characterized by ESI(+)-MS/MS. New insight into the CuAAC reaction mechanisms is provided and a catalytic cycle is proposed.

摘要

通过使用中性反应物方法和离子标记策略的组合,通过电喷雾电离质谱(ESI-MS)研究了 CuAAC 反应的机理。在这些条件下,首次通过 ESI(+)-MS/MS 钓出并表征了假定的双核铜中间体。为 CuAAC 反应机制提供了新的见解,并提出了催化循环。

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