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一种中离子双(吡啶-三唑氮杂环卡宾)钯(II)配合物通过一种前所未有的机制催化“绿色”Sonogashira反应。

A mesoionic bis(Py-tzNHC) palladium(II) complex catalyses "green" Sonogashira reaction through an unprecedented mechanism.

作者信息

Gazvoda Martin, Virant Miha, Pevec Andrej, Urankar Damijana, Bolje Aljoša, Kočevar Marijan, Košmrlj Janez

机构信息

Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, SI-1000 Ljubljana, Slovenia.

出版信息

Chem Commun (Camb). 2016 Jan 28;52(8):1571-4. doi: 10.1039/c5cc08717a. Epub 2015 Nov 17.

DOI:10.1039/c5cc08717a
PMID:26575368
Abstract

A novel bis(pyridyl-functionalized 1,2,3-triazol-5-ylidene)-palladium(II) complex Pd(Py-tzNHC)2 catalyses the copper-, amine-, phosphine-, and additive-free aerobic Sonogashira alkynylation of (hetero)aryl bromides in water as the only reaction solvent. The catalysis proceeds along two connected Pd-cycles with homogeneous bis-carbene Pd(0) and Pd(II) species, as demonstrated by electrospray ionization mass spectrometry.

摘要

一种新型的双(吡啶官能化1,2,3 - 三唑 - 5 - 亚基)钯(II)配合物Pd(Py - tzNHC)₂在仅以水作为反应溶剂的条件下,催化(杂)芳基溴化物进行无铜、无胺、无膦且无添加剂的需氧Sonogashira炔基化反应。如电喷雾电离质谱所示,该催化反应通过均相双卡宾钯(0)和钯(II)物种沿着两个相连的钯循环进行。

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