The reactivity of electron-deficient arene gold(III) complexes toward nucleophilic aromatic and heteraromatic counterparts has been studied. 1-Methylindole proved to be the best reaction partner while trimethoxybenzenes did not react. The ancillary ligand on gold also influenced the reactivity in the order PPh3>(PBu3)-Bu-t>IPr. An oxidative cross-coupling starting from the corresponding gold(I) complexes in presence of hypervalent iodide oxidants was also studied. (C) 2013 Elsevier Ltd. All rights reserved.
The occurrence of direct transmetalation between gold(III) and boron species during gold-catalyzed cross-coupling reactions has recently become the subject of intense discussion. In this work, we investigate the transmetalation reaction between discrete, stable gold(III) complexes and boron reagents. Interestingly, electron-rich arylboronic acids remain unreactive under neutral conditions, whereas
A silver-free system for the direct C–H auration of arenes and heteroarenes from gold chloride complexes
作者:Nanna Ahlsten、Gregory J. P. Perry、Xacobe C. Cambeiro、Tanya C. Boorman、Igor Larrosa
DOI:10.1039/c3cy00240c
日期:——
A new methodology for the direct CâH auration of electron-deficient arenes and heteroarenes with simple bases and readily available [Au(PR3)Cl] complexes is described. This system allows the preparation of a wide scope of arylâAu(I) compounds without the need for using Ag(I) additives or preparing and isolating basic Au(I) hydroxide complexes.