Gold(III) iminophosphorane complexes as catalysts in C-C and C-O bond formations

被引：62

作者：

Aguilar, David ^{[3
]}

Contel, Maria ^{[1
,2
]}

Navarro, Rafael ^{[3
]}

Soler, Tatiana ^{[4
]}

Urriolabeitia, Esteban P. ^{[3
]}

机构：

[1] CUNY, Broooklyn Coll, Dept Chem, Brooklyn, NY 11210 USA

[2] CUNY, Grad Ctr, Brooklyn, NY 11210 USA

[3] Univ Zaragoza, Inst Ciencia Mat Aragon, Dept Compuestos Organomet, E-50009 Zaragoza, Spain

[4] Facultad Ciencias Fase II, Serv Tecnicos Invest, Alicante 03690, Spain

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 04期

关键词：

Gold(III); Iminophosphorane ligands; C-C coupling; 2,5-Disubstituted oxazoles; ELECTRON-RICH ARENES; METHYL VINYL KETONE; GOLD CATALYSIS; PALLADIUM(II) COMPLEXES; CRYSTAL-STRUCTURE; ORGANOMETALLIC GOLD(III); HETEROGENEOUS CATALYSTS; MECHANISTIC ASPECTS; ACTIVATION; ALKYNES;

D O I：

10.1016/j.jorganchem.2008.09.058

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of K[AuCl4] with AgClO4 and iminophosphorane ligands (N, N-IM) Ph3P=NR [R = CH2-2-NC5H4 (1), C(O)-2-NC5H4 (2)] or Ph2PyP=NR [Py = -2-NC5H4; R = Ph (3), C(O) Ph (4)] (mol ratio 1:2.2:1) in acetonitrile affords complexes [AuCl2(N,N-IM)] ClO4 (5-8). These compounds are air- and moisture-stable and they have been evaluated in two types of catalytic processes. They have been found to be effective catalysts in the addition of 2-methylfuran or azulene to methyl vinyl ketone, as well as in the synthesis of 2,5-disubstituted oxazoles from N-propargylcarboxamides. The reactions proceed in mild conditions and with similar yields to those described for AuCl3. Using this method, oxazoles bearing a thiophene functional group 2-(2'-thienyl)-5-methylthiazole can be prepared in excellent yields. In all cases the intermediate 5-methylene-4,5-dihydroxazole can be observed by H-1 NMR. (C) 2008 Elsevier B.V. All rights reserved.

引用

页码：486 / 493

页数：8

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