Hydrogen isotope exchange with highly active iridium(I) NHC/phosphine complexes: a comparative counterion study

被引:25
|
作者
Kerr, William J. [1 ]
Mudd, Richard J. [1 ]
Owens, Philippa K. [1 ]
Reid, Marc [1 ]
Brown, Jack A. [2 ]
Campos, Sebastien [2 ]
机构
[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland
[2] GlaxoSmithKline R&D, Med Res Ctr, Stevenage, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
ortho-hydrogen isotope exchange; N-heterocyclic carbene; deuteration; iridium; C-H ACTIVATION; DEUTERATION; CATALYSTS;
D O I
10.1002/jlcr.3427
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Herein, we present a range of substrates that undergo hydrogen isotope exchange with an iridium(I) N-heterocyclic carbene/phosphine complex bearing the less coordinating tetrakis[3,5-bis(trifluoromethyl)phenyl] borate counterion and compare these with labelling using the equivalent, more established hexafluorophosphate complex. The changes in reactivity and selectivity of these complexes in a series of solvents are examined. Copyright (C) 2016 John Wiley & Sons, Ltd.
引用
收藏
页码:601 / 603
页数:3
相关论文
共 50 条
  • [11] C-H Activation and Hydrogen Isotope Exchange of Aryl Carbamates Using Iridium(I) Complexes Bearing Chelating NHC-Phosphine Ligands
    Zorzatto, Renan
    Mulrainey, Paul T.
    Reid, Marc
    Tuttle, Tell
    Lindsay, David M.
    Kerr, William J.
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (69)
  • [12] Hydrogen Isotope Exchange with Iridium(I) Complexes Supported by Phosphine-Imidazolin-2-imine P,N Ligands
    Jess, Kristof
    Derdau, Volker
    Weck, Remo
    Atzrodt, Jens
    Freytag, Matthias
    Jones, Peter G.
    Tamm, Matthias
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (04) : 629 - 638
  • [13] Cationic NHC-Phosphine Iridium Complexes: Highly Active Catalysts for Base-Free Hydrogenation of Ketones
    Quan, Xu
    Kerdphon, Sutthichat
    Peters, Bram B. C.
    Rujirawanich, Janjira
    Krajangsri, Suppachai
    Jongcharoenkamol, Jira
    Andersson, Pher G.
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (58) : 13311 - 13316
  • [14] Pegylated Phosphine Ligands in Iridium(I) Catalyzed Hydrogen Isotope Exchange Reactions in Aqueous Buffers
    Martinelli, Elisa
    Spiller, Marie
    Weck, Remo
    Llompart, Pierre
    Minoletti, Claire
    Guessregen, Stefan
    Sib, Anna
    Derdau, Volker
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (48)
  • [15] An Update on Phosphine-Imidazolin-2-Imine Iridium(I) Catalysts for Hydrogen Isotope Exchange
    Becker, Daniel
    Bockfeld, Dirk
    Tamm, Matthias
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (03) : 367 - 372
  • [16] HYDROGEN ISOTOPE EXCHANGE CATALYZED BY PHOSPHINE COMPLEXES OF PALLADIUM
    ZUDIN, VN
    ROGOV, VA
    LIKHOLOBOV, VA
    SHMACHKOV, VA
    SAZONOV, LA
    ERMAKOV, YI
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1985, 34 (08): : 1577 - 1581
  • [17] The development and use of iridium(I) phosphine systems for ortho-directed hydrogen-isotope exchange
    Salter, Rhys
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2010, 53 (11-12): : 645 - 657
  • [18] Application of iridium pincer complexes in hydrogen isotope exchange reactions
    Traff, Annika
    Nilsson, Goran N.
    Szabo, Kalman J.
    Eriksson, Ludvig
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (25) : 5529 - 5531
  • [19] NHC-Stabilized Iridium Nanoparticles as Catalysts in Hydrogen Isotope Exchange Reactions of Anilines
    Valero, Megane
    Bouzouita, Donia
    Palazzolo, Alberto
    Atzrodt, Jens
    Dugave, Christophe
    Tricard, Simon
    Feuillastre, Sophie
    Pieters, Gregory
    Chaudret, Bruno
    Derdau, Volker
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (09) : 3517 - 3522
  • [20] Burgess iridium(I)-catalyst for selective hydrogen isotope exchange
    Burhop, Annina
    Prohaska, Raphail
    Weck, Remo
    Atzrodt, Jens
    Derdau, Volker
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2017, 60 (07): : 343 - 348