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
收藏
页码：2166 / 2177
页数：12
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