Nitrile-functionalized pyrrolidinium ionic liquids as solvents for cross-coupling reactions involving in situ generated nanoparticle catalyst reservoirs

被引:50
作者
Cui, Yugang [1 ,2 ]
Biondi, Ilaria [1 ]
Chaubey, Manish [1 ]
Yang, Xue [1 ,2 ]
Fei, Zhaofu [1 ]
Scopelliti, Rosario [1 ]
Hartinger, Christian G. [1 ]
Li, Yongdan [2 ]
Chiappe, Cinzia [3 ]
Dyson, Paul J. [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland
[2] Tianjin Univ, Sch Chem Engn, Dept Catalysis Sci & Technol, Tianjin 300072, Peoples R China
[3] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
基金
瑞士国家科学基金会;
关键词
PALLADIUM NANOPARTICLES; METAL NANOPARTICLES; PD NANOPARTICLES; ARYL HALIDES; SUZUKI; HYDROFORMYLATION; DESIGN; CARBON; PT(II); SALTS;
D O I
10.1039/b920025h
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of nitrile-functionalized pyrrolidinium-based ionic liquids have been prepared and characterized by spectroscopic methods and X-ray crystallography. The application of these new ionic liquids as reaction media for Suzuki and Stille C-C cross-coupling reactions has been investigated and compared with related imidazolium and pyridinium systems (including those with and without nitrile functionalities). The nature of the ionic liquid strongly influences the catalyzed reaction and it would appear that, in addition to the nitrile group, the strength of anion-cation pairing in the ionic liquid and the viscosity of the ionic liquid play critical roles. Nanoparticles are also detected following catalysis and their role, and the influence of the ionic liquid on them, is assessed. The ability to use the nitrile-functionalized pyrrolidinium-based ionic liquids diluted in other (non-functionalized) ionic liquids is also described.
引用
收藏
页码:1834 / 1841
页数:8
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