Solvias Josiphos ligands: from discovery to technical applications

被引:281
作者
Blaser, HU [1 ]
Brieden, W
Pugin, B
Spindler, F
Studer, M
Togni, A
机构
[1] Solvias AG, CH-4002 Basel, Switzerland
[2] Lonzagrp, CH-3930 Visp, Switzerland
[3] Swiss Fed Inst Technol, Inorgan Chem Lab, CH-8093 Zurich, Switzerland
关键词
Solvias Josiphos ligands; enantioselective homogeneous catalysis; fine chemicals production; ligand development; ligand optimization; privileged ligands;
D O I
10.1023/A:1013832630565
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The various stages from the invention of a ligand class to its technical application are described and illustrated by the case history of the Solvias Josiphos ligands. First, the prerequisites for a so-called "privileged ligand" are discussed, followed by a description of the Josiphos ligand family and their technical synthesis. Then, the catalytic performance of various Josiphos metal complexes in model reactions and in "real world" synthetic applications are summarized in the next two chapters. In the last part, three technical processes using Josiphos ligands are described: (i) The Ir-PPF-P(Xyl)(2) -catalyzed hydrogenation of MEA imine for the large scale production of the herbicide (S)-metolachlor; (ii) the application of a Rh-PPF-P(tBu)(2) complex for the hydrogenation of a biotin intermediate; (iii) the Ru-PPF-P(CY)(2) -catalyzed hydrogenation of a tetrasubstituted C=C bond for the production of cis-methyl dihydrojasmonate.
引用
收藏
页码:3 / 16
页数:14
相关论文
共 64 条
  • [1] ALEXAKIS A, COMMUNICATION
  • [2] [Anonymous], 1996, Pugin, B. EP 0728768, Patent No. 0728768
  • [3] [Anonymous], 1993, HDB ENANTIOSELECTIVE
  • [4] Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; Ligand variation and non-linear effects
    Arnold, LA
    Imbos, R
    Mandoli, A
    de Vries, AHM
    Naasz, R
    Feringa, BL
    [J]. TETRAHEDRON, 2000, 56 (18) : 2865 - 2878
  • [5] Bader RR, 1997, STUD SURF SCI CATAL, V108, P17
  • [6] BIELER N, 1997, Patent No. 909762
  • [7] Blaser H.-U., 1999, COMPREHENSIVE ASYMME, P247
  • [8] Blaser HU, 1999, SYNLETT, P867
  • [9] Blaser HU, 1999, CHIMIA, V53, P275
  • [10] Tunable ferrocenyl diphosphine ligands for the Ir-catalyzed enantioselective hydrogenation of N-aryl imines
    Blaser, HU
    Buser, HP
    Häusel, R
    Jalett, HP
    Spindler, F
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 621 (1-2) : 34 - 38