Selective Heck Arylation of Cyclohexene with Homogeneous and Heterogeneous Palladium Catalysts

被引：17

作者：

Mieczynska, Ewa ^{[1
]}

Trzeciak, Anna M. ^{[1
]}

机构：

[1] Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

来源：

MOLECULES | 2010年 / 15卷 / 04期

关键词：

palladium; Heck coupling; heterogenized catalysts; cyclohexene; SUPPORTED PALLADIUM; COUPLING REACTIONS; ARYL CHLORIDES; C-C; PD; HALIDES; CARBONYLATION; IODOBENZENE; ACTIVATION; COMPLEXES;

D O I：

10.3390/molecules15042166

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Palladium catalysts containing Pd(II) supported on Al2O3 and alumina-based mixed oxides, Al2O3-ZrO2, Al2O3-CeO2, and Al2O3-Fe2O3, are very effective in the Heck coupling of iodobenzene with cyclohexene in DMF solution. The best results, up to 81% of monoarylated products with a selectivity to 4-phenylcyclohexene (3) close to 90% were obtained with KOH as a base. The catalytic activity of palladium supported on alumina-based oxides was compared with that of homogeneous precursors, such as Pd(OAc)(2) and PdCl2(PhCN)(2), used in [Bu4N]Br as the reaction medium. Under such conditions homogeneous systems were more selective and produced up to 60% of monoarylated products with a selectivity to 3 close to 60%.

引用

页码：2166 / 2177

页数：12

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[1] The development of palladium catalysts for C-C and C-heteroatom bond forming reactions of aryl chloride substrates [J].