New Pyridine ONN‐Pincer Gold and Palladium Complexes: Synthesis, Characterization and Catalysis in Hydrogenation, Hydrosilylation and CC Cross‐Coupling Reactions
作者： N. Debono , M. Iglesias , F. Sánchez
关键词: Polymer chemistry 、 Hydrosilylation 、 Palladium 、 Pincer movement 、 Catalysis 、 Deprotonation 、 Ligand 、 Pyridine 、 Coupling reaction 、 Chemistry 、 Organic chemistry
摘要: The ONN-tridentate unsymmetrical pincer 2- [6- (pyrrolidin-1 -ylmethyl)pyridin-2-yl]phenol and N-tert-butyl-1-{[6-(2-hydroxyphenyl)pyridin-2-yljmethyl)pyrrolidine-2-carboxamide ligands were synthesized by an easy method in high purity good yields. All the organic compounds characterized elemental analysis, mass spectrometry, IR 1 H 13 CNMR spectroscopy. Palladium(II) gold(III) complexes have been prepared as air-stable solids, with ligand after deprotonation of hydroxy group, coordination metal ion is completely stereospecific gives rise to only one diastereoisomer. These shown be very active catalysts hydrogenation (80 % ee was achieved chiral gold complex), hydrosilylation C-C coupling, Suzuki Heck, reactions, under mild conditions.
sci-hub.se 参考文章(38)
Kazuo Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds ,(1978)
B.M. Bhanage, F.-G. Zhao, M. Shirai, M. Arai, Comparison of activity and selectivity of various metal-TPPTS complex catalysts in ethylene glycol toluene biphasic Heck vinylation reactions of iodobenzene Tetrahedron Letters. ,vol. 39, pp. 9509- 9512 ,(1998) , 10.1016/S0040-4039(98)02225-4
John T. Singleton, The uses of pincer complexes in organic synthesis Tetrahedron. ,vol. 59, pp. 1837- 1857 ,(2003) , 10.1016/S0040-4020(02)01511-9
Michael Rubin, Todd Schwier, Vladimir Gevorgyan, Highly Efficient B(C6F5)3-Catalyzed Hydrosilylation of Olefins† Journal of Organic Chemistry. ,vol. 67, pp. 1936- 1940 ,(2002) , 10.1021/JO016279Z
A. Stephen K. Hashmi, Ralph Salathé, Wolfgang Frey, Gold Catalysis: No Steric Limitations in the Phenol Synthesis Chemistry: A European Journal. ,vol. 12, pp. 6991- 6996 ,(2006) , 10.1002/CHEM.200600533
Milko E. van der Boom, David Milstein, Cyclometalated phosphine-based pincer complexes: Mechanistic insight in catalysis, coordination, and bond activation Chemical Reviews. ,vol. 103, pp. 1759- 1792 ,(2003) , 10.1021/CR960118R
C. González-Arellano, A. Corma, M. Iglesias, F. Sánchez, Pd(II)‐Schiff Base Complexes Heterogenised on MCM‐41 and Delaminated Zeolites as Efficient and Recyclable Catalysts for the Heck Reaction Advanced Synthesis & Catalysis. ,vol. 346, pp. 1758- 1764 ,(2004) , 10.1002/ADSC.200404119
André H. M. de Vries, Floris J. Parlevliet, Lizette Schmieder-van de Vondervoort, John H. M. Mommers, Huub J. W. Henderickx, Monique A. M. Walet, Johannes G. de Vries, A Practical Recycle of a Ligand-Free Palladium Catalyst for Heck Reactions Advanced Synthesis & Catalysis. ,vol. 344, pp. 996- 1002 ,(2002) , 10.1002/1615-4169(200210)344:9<996::AID-ADSC996>3.0.CO;2-J
Aleix Comas-Vives, C. González-Arellano, A. Corma, M. Iglesias, F. Sánchez, Gregori Ujaque, Single-Site Homogeneous and Heterogeneized Gold(III) Hydrogenation Catalysts: Mechanistic Implications Journal of the American Chemical Society. ,vol. 128, pp. 4756- 4765 ,(2006) , 10.1021/JA057998O
Geoffrey C. Bond, Paul A. Sermon, Geoffrey Webb, Douglas A. Buchanan, Peter B. Wells, Hydrogenation over supported gold catalysts Journal of The Chemical Society, Chemical Communications. ,(1973) , 10.1039/C3973000444B