Features and Application in Asymmetric Catalysis of Chiral Phosphine-Phosphite Ligands

被引:11
作者
Pizzano, Antonio [1 ,2 ,3 ]
机构
[1] IIQ, Americo Vespucio 49, Seville 41092, Spain
[2] CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Americo Vespucio 49, Seville 41092, Spain
[3] Univ Seville, Americo Vespucio 49, Seville 41092, Spain
关键词
asymmetric catalysis; chirality; enantioselectivity; P ligands; structure-activity relationships; HIGHLY ENANTIOSELECTIVE HYDROGENATION; P-OP LIGANDS; MIXED PHOSPHORUS/SULFUR LIGANDS; ALLYLIC ALKYLATION; GRIGNARD-REAGENTS; PHOSPHINE-PHOSPHITE-RH(I) COMPLEXES; IRIDIUM(I) COMPLEXES; CARBON-MONOXIDE; ALPHA-HYDROXY; ENOL ESTERS;
D O I
10.1002/tcr.201600076
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral phosphine-phosphites are a class of ligands for asymmetric catalysis characterized by two coordinating functionalities with different electronic properties. These ligands also possess a highly modular structure and, due to versatile synthetic processes, they can be tuned precisely in the catalyst optimization process. Research regarding the application of these ligands in several enantioselective catalytic processes has provided outstanding results in a good number of them. These processes include not only Rh catalyzed reactions, such as olefin hydrogenation and hydroformylation, but also other reactions, such as hydrogenation of olefins and imines by Ru complexes, of imines and N-heterocycles by Ir derivatives, allyl alkylation or conjugate addition by Cu catalysts, or hydrocyanation of olefins by Ni ones. Overall, the use of these ligands has led to the preparation of a wide variety of chiral building blocks with high enantiomeric excess. Therefore, phosphine-phosphites have become in an important class of ligands in asymmetric catalysis.
引用
收藏
页码:2599 / 2622
页数:24
相关论文
共 50 条
  • [41] A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis
    Rit, Raja K.
    Li, Hongyi
    Argent, Stephen P.
    Wheelhouse, Katherine M.
    Woodward, Simon
    Lam, Hon Wai
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (10) : 1629 - 1639
  • [42] Chiral Heterobidentate Pyridine Ligands for Asymmetric Catalysis
    Arena, Carmela G.
    Arico, Girolamo
    CURRENT ORGANIC CHEMISTRY, 2010, 14 (06) : 546 - 580
  • [43] Development of New Chiral Phosphine Ligands with Helical Environments and Their Application in Asymmetric Catalytic Reactions
    Usui, Kazuteru
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 2017, 137 (11): : 1381 - 1390
  • [44] Synthesis and Post-Resolution Modification of New Axially Chiral Ligands for Asymmetric Catalysis
    Fleming, William J.
    Mueller-Bunz, Helge
    Guiry, Patrick J.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (31) : 5996 - 6004
  • [45] Tropanes as Scaffolds for Phosphorus-Olefin Ligands and Their Application in Asymmetric Catalysis
    Vlahovic, Sandra
    Schaedel, Nicole
    Tussetschlaeger, Stefan
    Laschat, Sabine
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (08) : 1580 - 1590
  • [46] Furrocene-based chiral phosphine-triazines: A new family of highly efficient P,N ligands for asymmetric catalysis
    Hu, XP
    Chen, HL
    Zheng, Z
    ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (04) : 541 - 548
  • [47] Asymmetric Hydrophosphination of Heterobicyclic Alkenes: Facile Access to Phosphine Ligands for Asymmetric Catalysis
    Lu, Zhiwu
    Zhang, Haoyang
    Yang, Zhiping
    Ding, Ning
    Meng, Ling
    Wang, Jun
    ACS CATALYSIS, 2019, 9 (02): : 1457 - 1463
  • [48] Design of a new class of chiral C2-symmetric dipyridylmethane ligands and their application in asymmetric catalysis
    Chelucci, G
    Loriga, G
    Murineddu, G
    Pinna, GA
    TETRAHEDRON LETTERS, 2002, 43 (47) : 8599 - 8602
  • [49] Chiral Bis(N-arylamino)phosphine-oxazolines:: Synthesis and application in asymmetric catalysis
    Schoenleber, Marc
    Hilgraf, Robert
    Pfaltz, Andreas
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (13) : 2033 - 2038
  • [50] Chiral olefin Ligands - New "Spectators" in asymmetric catalysis
    Glorius, F
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (26) : 3364 - 3366