P-Stereogenic pincer iridium complexes: Synthesis, structural characterization and application in asymmetric hydrogenation

被引：23
|
作者：
Yang, Zehua [1 ]
Wei, Xuan [1 ]
Liu, Delong [1 ]
Liu, Yangang [1 ]
Sugiya, Masashi [3 ]
Imamoto, Tsuneo [3 ,4 ]
Zhang, Wanbin [1 ,2 ]
机构：
[1] Shanghai Jiao Tong Univ, Sch Pharm, Shanghai 200240, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China
[3] Nippon Chem Ind Co Ltd, Organ R&D Dept, Koto Ku, Tokyo 1368515, Japan
[4] Chiba Univ, Grad Sch Sci, Dept Chem, Inage Ku, Chiba 2638522, Japan
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2015年 / 791卷
基金：
中国国家自然科学基金;
关键词：
P-Stereogenic phosphine ligand; Pincer iridium complex; Asymmetric hydrogenation; CHIRAL PHOSPHINE-LIGANDS; EFFICIENT HYDROGENATION; CARBON-DIOXIDE; PYBOX; DIARYLPHOSPHINES; TRANSFORMATION; REACTIVITY; REDUCTION; ALKYNES; ENONES;
D O I：
10.1016/j.jorganchem.2015.05.002
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
P-Stereogenic PNP type pincer iridium complexes (PNPIrH2Cl)-Ir-tBuMe (3) and (PNPIrH3)-Ir-tBuMe (4) were synthesized in reasonable yields and characterized by H-1 NMR, C-13 NMR, P-31 NMR, HRMS and/or single crystal X-ray diffraction. The ORTEP diagram shows that the coordination geometry around the iridium center of complex 3 is approximately octahedral. The chlorinated iridium complex (3) and/or the trihydride iridium complex (4) were used as catalysts in the asymmetric hydrogenation of ketones, olefins and quinoline to provide the desired products with up to 17% enantioselectivity. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码：41 / 45
页数：5
相关论文
共 50 条
  • [21] Asymmetric ruthenium tricarbonyl cyclopentadienone complexes; synthesis and application to asymmetric hydrogenation of ketones
    Del Grosso, Alessandro
    Clarkson, Guy J.
    Wills, Martin
    INORGANICA CHIMICA ACTA, 2019, 496
  • [22] Asymmetric Synthesis of P-Stereogenic Homo- and Heterobimetallic Complexes via Selective Monoinsertion of Dialkynylphosphine into the Pd-C Bond of a Palladacycle
    Chen, Shuli
    Pullarkat, Sumod A.
    Li, Yongxin
    Leung, Pak-Hing
    ORGANOMETALLICS, 2011, 30 (06) : 1530 - 1550
  • [23] Pincer Ru with a single stereogenic identity for highly efficient asymmetric transfer hydrogenation of ketones
    Xu, Xingjun
    You, Yipeng
    Jin, Ming Yu
    Meng, Fan-Jie
    Xu, Chen
    Xing, Xiangyou
    SCIENCE CHINA-CHEMISTRY, 2023, 66 (05) : 1443 - 1449
  • [24] Synthesis of Optically Active Polymer with P-Stereogenic Phosphine Units
    Morisaki, Yasuhiro
    Suzuki, Kentaro
    Imoto, Hiroaki
    Chujo, Yoshiki
    MACROMOLECULAR RAPID COMMUNICATIONS, 2010, 31 (19) : 1719 - 1724
  • [25] Synthesis and Characterization of Chiral Iridium Complexes Bearing Carbohydrate Functionalized Pyridincarboxamide Ligands and Their Application as Catalysts in the Asymmetric Transfer Hydrogenation of ?-Ketoacids in Water
    Tensi, Leonardo
    Dall'Anese, Anna
    Annunziata, Alfonso
    Mearini, Simone
    Nofrini, Vittorio
    Rodriguez, Gabriel Menendez
    Carotti, Andrea
    Sardella, Roccaldo
    Ruffo, Francesco
    Macchioni, Alceo
    ORGANOMETALLICS, 2023, 42 (02) : 157 - 166
  • [26] Synthesis, Characterization, and Catalytic Properties of Iridium Pincer Complexes Containing NH Linkers
    Leveson-Gower, Reuben B.
    Webb, Paul B.
    Cordes, David B.
    Slawin, Alexandra M. Z.
    Smith, David M.
    Tooze, Robert P.
    Liu, Jianke
    ORGANOMETALLICS, 2018, 37 (01) : 30 - 39
  • [27] Palladium Complexes of Methylene-Bridged P-Stereogenic, Unsymmetrical Diphosphines
    Cordoba, Javier C.
    Vidal-Ferran, Anton
    Font-Bardia, Merce
    Grabulosa, Arnald
    ORGANOMETALLICS, 2020, 39 (13) : 2511 - 2525
  • [28] A Ni-catalyzed asymmetric C(sp)-P cross-coupling reaction for the synthesis of P-stereogenic alkynylphosphines
    Zhang, Bin
    Zhou, Wen-Qing
    Liu, Xu-Teng
    Sun, Yingying
    Zhang, Qing-Wei
    CHEMICAL SCIENCE, 2023, 14 (05) : 1286 - 1290
  • [29] Reduced State of Iridium PCP Pincer Complexes in Electrochemical CO2 Hydrogenation
    Osadchuk, Irina
    Tamm, Toomas
    Ahlquist, Marten S. G.
    ACS CATALYSIS, 2016, 6 (06): : 3834 - 3839
  • [30] P-Stereogenic and Non-P-Stereogenic Ir-MaxPHOX in the Asymmetric Hydrogenation of N-Aryl Imines. Isolation and X-ray Analysis of Imine Iridacycles
    Salomo, Ernest
    Rojo, Pep
    Hernandez-Llado, Pol
    Riera, Antoni
    Verdaguer, Xavier
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (08) : 4618 - 4627
12345