New pyridine ONN-pincer gold and palladium complexes: Synthesis, characterization and catalysis in hydrogenation, hydrosilylation and C-C cross-coupling reactions
New pyridine ONN-pincer gold and palladium complexes: Synthesis, characterization and catalysis in hydrogenation, hydrosilylation and C-C cross-coupling reactions
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DOI：
10.1002/adsc.200700209
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发表时间：
2007-11-01
影响因子：
5.4
通讯作者：
Sanchez, F.
中科院分区：
文献类型：
--
作者：
Debono, N.;Iglesias, M.;Sanchez, F.
采用简便的方法合成了ONN-三齿不对称钳形配体2-[6-（吡咯烷-1-基甲基）吡啶-2-基]苯酚和N-叔丁基-1-{[6-（2-羟基苯基）吡啶-2-基]甲基}吡咯烷-2-甲酰胺。所有化合物均经元素分析、质谱、IR、H-1和C-13 NMR表征。钯（II）和金（III）络合物已被制备为空气稳定的固体，其中在羟基的去质子化之后具有ONN-三齿配体，金属离子的配位是完全立体特异性的，并且仅产生一种非对映异构体。这些络合物在温和条件下在氢化（用手性金络合物实现80%ee）、氢化硅烷化和C-C偶联（Suzuki和Heck）反应中显示出非常活性的催化剂。
The ONN-tridentate unsymmetrical pincer 2-[6-(pyrrolidin-1-ylmethyl)pyridin-2-yl]phenol and N-tert-butyl-1-{[6-(2-hydroxyphenyl)pyridin-2-yl]meth- yl}pyrrolidine-2-carboxamide ligands were synthesized by an easy method in high purity and good yields. All the organic compounds were characterized by elemental analysis, mass spectrometry, IR and H-1 and C-13 NMR spectroscopy. Palladium(II) and gold(III) complexes have been prepared as airstable solids, with the ONN-tridentate ligand after deprotonation of the hydroxy group, the coordination of the metal ion is completely stereospecific and gives rise to only one diastereoisomer. These complexes were shown to be very active catalysts in the hydrogenation (80 % ee was achieved with the chiral gold complex), hydrosilylation and C-C coupling, Suzuki and Heck, reactions, under mild conditions.