Buchwald-Type Ligands on Gold(I) Catalysis

被引:35
|
作者
Zuccarello, Giuseppe [1 ,2 ]
Zanini, Margherita [1 ,2 ]
Echavarren, Antonio M. [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, C Marcelli Domingo S-N, E-43007 Tarragona, Spain
基金
欧洲研究理事会;
关键词
Gold(I) catalysis; Biarylphosphines; cyclizations; asymmetric catalysis; alkynes; RETRO-BUCHNER REACTION; ACTIVATED KETONES; A-C; COMPLEXES; CARBENES; ALKYNES; CYCLIZATION; PLATINUM; 1,6-ENYNES; AMINATION;
D O I
10.1002/ijch.201900179
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dialkyl biarylphosphine ligands, presented in the context of Pd-catalyzed cross-coupling reactions, have been extensively applied in gold(I) catalysis giving rise to numerous transformations and reaction pathways otherwise inaccessible under the action of other gold(I) catalysts. This review emphasizes how this privileged ligand class, as well as recent modifications on the biarylphosphine motive, have triggered the discovery of new reactivities in our research program. Finally, the introduction of chiral information on the ligand scaffold provides new solutions to challenging gold(I)-catalyzed enantioselective transformations.
引用
收藏
页码:360 / 372
页数:13
相关论文
共 50 条
  • [1] Enantioselective Gold(I) Catalysis with Chiral Monodentate Ligands
    Cera, Gianpiero
    Bandini, Marco
    ISRAEL JOURNAL OF CHEMISTRY, 2013, 53 (11-12) : 848 - 855
  • [2] Customized Buchwald-Type Phosphines Bearing an "Inverted" Pyrimidinium Betaine as an Aryl Group Surrogate - Synthesis and Coordination Chemistry with Gold(I)
    Noel-Duchesneau, Ludovik
    Lugan, Noel
    Lavigne, Guy
    Labande, Agnes
    Cesar, Vincent
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2015, (10) : 1752 - 1758
  • [3] Effect of Buchwald-type ligands on platinum catalyzed hydrosilylation of vinyl terminated polydimethylsiloxane
    Lukin, Ruslan Yu.
    Emelyanov, Dmitry A.
    Kachmarzhik, Aleksander D.
    Sukhov, Aleksander V.
    Sinyashin, Oleg G.
    Yakhvarov, Dmitry G.
    MENDELEEV COMMUNICATIONS, 2019, 29 (04) : 458 - 460
  • [4] Tailoring Buchwald-Type Phosphines with Pyrimidinium Betaines as Versatile Aryl Group Surrogates
    Noel-Duchesneau, Ludovik
    Lugan, Noel
    Lavigne, Guy
    Labande, Agnes
    Cesar, Vincent
    ORGANOMETALLICS, 2014, 33 (19) : 5085 - 5088
  • [5] Supramolecular Ligands in Gold(I) Catalysis
    Gramage-Doria, Rafael
    Bellini, Rosalba
    Rintjema, Jeroen
    Reek, Joost N. H.
    CHEMCATCHEM, 2013, 5 (05) : 1084 - 1087
  • [6] When NHC Ligands Make a Difference in Gold Catalysis
    Gatineau, David
    Goddard, Jean-Philippe
    Mouries-Mansuy, Virginie
    Fensterbank, Louis
    ISRAEL JOURNAL OF CHEMISTRY, 2013, 53 (11-12) : 892 - 900
  • [7] Structure-Reactivity Relationships of Buchwald-Type Phosphines in Nickel-Catalyzed Cross-Couplings
    Newman-Stonebraker, Samuel H.
    Wang, Jason Y.
    Jeffrey, Philip D.
    Doyle, Abigail G.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (42) : 19635 - 19648
  • [8] Optimizing P,N-Bidentate Ligands for Oxidative Gold Catalysis: Efficient Intermolecular Trapping of α-Oxo Gold Carbenes by Carboxylic Acids
    Ji, Kegong
    Zhao, Yulong
    Zhang, Liming
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (25) : 6508 - 6512
  • [9] When Chirality Meets "Buchwald-Type" Phosphines: Synthesis and Evaluation in Frustrated Lewis Pair-, Lewis Base- and Palladium-Promoted Asymmetric Catalysis
    Fer, Mickael J.
    Cinqualbre, Josephine
    Bortoluzzi, Julien
    Chesse, Matthieu
    Leroux, Frederic R.
    Panossian, Armen
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (26) : 4545 - 4553
  • [10] Gold Catalysis: Biarylphosphine Ligands as Key for the Synthesis of Dihydroisocoumarins
    Hashmi, A. Stephen K.
    Bechem, Benjamin
    Loos, Annette
    Hamzic, Melissa
    Rominger, Frank
    Rabaa, Hassan
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2014, 67 (03) : 481 - 499