Supramolecular ligand-ligand and ligand-substrate interactions for highly selective transition metal catalysis

被引:110
作者
Carboni, Stefano [2 ]
Gennari, Cesare [1 ]
Pignataro, Luca [1 ]
Piarulli, Umberto [2 ]
机构
[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
关键词
COMBINATORIAL HOMOGENEOUS CATALYSIS; ASSEMBLED BIDENTATE LIGANDS; ANTI-MARKOVNIKOV HYDRATION; ENANTIOSELECTIVE CONJUGATE ADDITION; TROPOS PHOSPHORUS LIGANDS; MONODENTATE P-LIGANDS; BASE-PAIR MODEL; ASYMMETRIC HYDROGENATION; REGIOSELECTIVE HYDROFORMYLATION; PHOSPHINE-LIGANDS;
D O I
10.1039/c0dt01517b
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The use of non covalent supramolecular ligand-ligand and ligand-substrate interactions in transition metal-catalysed transformations is a new, rapidly emerging area of research. Non-covalent interactions between monodentate ligands such as hydrogen bonding, coordinative bonding, ion pairing, p-p interactions and the formation of inclusion compounds, have been shown to impart higher activity and chemo-, regio-, and stereoselectivity to the corresponding transition metal complexes in a number of catalytic applications. Analogously, supramolecular ligand-substrate interactions, and particularly hydrogen bonding, have been used to direct the regio- and stereochemistry of several metal-catalysed reactions. The catalytic systems relying on supramolecular interactions are generally capable of self-assembling from simpler components in the environment where catalysis is to take place, and are therefore very well-suited for combinatorial catalyst discovery strategies and high-throughput screening.
引用
收藏
页码:4355 / 4373
页数:19
相关论文
共 127 条
[1]  
[Anonymous], 2007, The Handbook of Homogeneous Hydrogenation
[2]   Single enantiomer, chiral donor-acceptor metal complexes from bisoxazoline pseudoracemates [J].
Atkins, Jeffery M. ;
Moteki, Shin A. ;
DiMagno, Stephen G. ;
Takacs, James M. .
ORGANIC LETTERS, 2006, 8 (13) :2759-2762
[3]   ENERGIES AND ALKYLATIONS OF TAUTOMERIC HETEROCYCLIC-COMPOUNDS - OLD PROBLEMS NEW ANSWERS [J].
BEAK, P .
ACCOUNTS OF CHEMICAL RESEARCH, 1977, 10 (05) :186-192
[4]   INTERCONVERSION REACTIONS BETWEEN SUBSTITUTED PHOSPHINOUS ACID-PHOSPHINITO COMPLEXES OF PLATINUM(II) AND THEIR CAPPING REACTIONS WITH BORON TRIFLUORIDE-DIETHYL ETHERATE [J].
BEAULIEU, WB ;
RAUCHFUSS, TB ;
ROUNDHILL, DM .
INORGANIC CHEMISTRY, 1975, 14 (07) :1732-1734
[5]   Enantioselective Pd-catalyzed allylic amination with self-assembling and non-assembling monodentate phosphine ligands [J].
Birkholz, Mandy-Nicole ;
Dubrovina, Natalia V. ;
Shuklov, Ivan A. ;
Holz, Jens ;
Paciello, Rocco ;
Waloch, Christoph ;
Breit, Bernhard ;
Boerner, Armin .
TETRAHEDRON-ASYMMETRY, 2007, 18 (17) :2055-2060
[6]   Enantioselective hydrogenation with self-assembling rhodium phosphane catalysts:: Influence of ligand structure and solvent [J].
Birkholz, Mandy-Nicole ;
Dubrovina, Natalia V. ;
Jiao, Haijun ;
Michalik, Dirk ;
Holz, Jens ;
Paciello, Rocco ;
Breit, Bernhard ;
Boerner, Armin .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (20) :5896-5907
[7]  
Borner A., 2008, Phosphorus Ligands in Asymmetric Catalysis: Synthesis and Applications
[8]   Self-assembly of bidentate ligands for combinatorial homogeneous catalysis based on an A-T base pair model [J].
Breit, B ;
Seiche, W .
PURE AND APPLIED CHEMISTRY, 2006, 78 (02) :249-256
[9]   Supramolecular approaches to generate libraries of chelating bidentate ligands for homogeneous catalysis [J].
Breit, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (42) :6816-6825
[10]   Self-assembly of bidentate ligands for combinatorial homogeneous catalysis based on an A-T base-pair model [J].
Breit, B ;
Seiche, W .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (11) :1640-1643