Catalytic Hydrogenation Using Abnormal N-Heterocyclic Carbene Palladium Complexes: Catalytic Scope and Mechanistic Insights

被引:24
|
作者
Heckenroth, Marion [1 ]
Khlebnikov, Vsevolod [2 ]
Neels, Antonia [3 ]
Schurtenberger, Peter [4 ]
Albrecht, Martin [1 ,2 ]
机构
[1] Univ Fribourg, Dept Chem, CH-1700 Fribourg, Switzerland
[2] Univ Coll Dublin, Sch Chem & Chem Biol, Dublin 4, Ireland
[3] CSEM, XRD Applicat Lab, CH-2002 Neuchatel, Switzerland
[4] Lund Univ, Ctr Chem & Chem Engn, SE-22100 Lund, Sweden
基金
瑞士国家科学基金会;
关键词
abnormal bonding; carbene ligands; hydrogenation; mechanisms; palladium; C-C; REDUCTIVE ELIMINATION; OXIDATIVE ADDITION; IMIDAZOLIUM SALTS; HOMOGENEOUS HYDROGENATION; HETEROGENEOUS CATALYSIS; ASYMMETRIC CATALYSIS; ACTIVATION REACTIONS; COLLOIDAL PALLADIUM; RUTHENIUM HYDRIDE;
D O I
10.1002/cctc.201000270
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
Palladium complexes containing abnormally bound C4-bound dicarbene ligands have been exploited for catalytic alkene hydrogenation. Comparison to normally C2-bound homologues indicates that the carbene bonding mode critically influences the catalytic activity. Good catalytic performance in the hydrogenation of cis-disubstituted olefins and non-isomerizable terminal olefins under mild conditions (RT, 0.1 MPa H-2) only occurs when the carbene is abnormally bound to the palladium center. Detailed mechanistic investigations using dynamic light scattering in connection with time-dependent analysis of conversions, and also performance of substoichiometric catalytic experiments provide evidence that the catalysis is heterogeneous and that the abnormally bound carbene ligand has the role of an activator.
引用
收藏
页码:167 / 173
页数:7
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