In tandem or alone: a remarkably selective transfer hydrogenation of alkenes catalyzed by ruthenium olefin metathesis catalysts

被引:23
作者
Zielinski, Grzegorz Krzysztof [1 ]
Samojlowicz, Cezary [1 ]
Wdowik, Tomasz [1 ]
Grela, Karol [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
关键词
NHC=N-HETEROCYCLIC CARBENE; FORMIC-ACID; CROSS-METATHESIS; TRANSFER-HYDROGENOLYSIS; AMBIENT-TEMPERATURE; MECHANISTIC ASPECTS; COMPLEXES; ALCOHOLS; DEHYDROGENATION; ISOMERIZATION;
D O I
10.1039/c4ob02480j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A system for transfer hydrogenation of alkenes, composed of a ruthenium metathesis catalyst and HCOOH, is presented. This operationally simple system can be formed directly after a metathesis reaction to effect hydrogenation of the metathesis product in a single-pot. These hydrogenation conditions are applicable to a wide range of alkenes and offer remarkable selectivity.
引用
收藏
页码:2684 / 2688
页数:5
相关论文
共 50 条
  • [41] Synthesis of Stable Ruthenium Olefin Metathesis Catalysts with Mixed Anionic Ligands
    Gawin, Rafal
    Grela, Karol
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (09) : 1477 - 1484
  • [42] Visible-Light-Controlled Ruthenium-Catalyzed Olefin Metathesis
    Theunissen, Cedric
    Ashley, Melissa A.
    Rovis, Tomislav
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (17) : 6791 - 6796
  • [43] Electronic Effects of the Anionic Ligand in Ruthenium-Catalyzed Olefin Metathesis
    Monfette, Sebastien
    Camm, Kenneth D.
    Gorelsky, Serge I.
    Fogg, Deryn E.
    ORGANOMETALLICS, 2009, 28 (04) : 944 - 946
  • [44] Origin of the Breakthrough Productivity of Ruthenium-Cyclic Alkyl Amino Carbene Catalysts in Olefin Metathesis
    Nascimento, Daniel L.
    Fogg, Deryn E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (49) : 19236 - 19240
  • [45] Biopolymer- Supported Ionic- Liquid- Phase Ruthenium Catalysts for Olefin Metathesis
    Clousier, Nathalie
    Filippi, Alexandra
    Borre, Etienne
    Guibal, Eric
    Crevisy, Christophe
    Caijo, Frederic
    Mauduit, Marc
    Dez, Isabelle
    Gaumont, Annie-Claude
    CHEMSUSCHEM, 2014, 7 (04) : 1040 - 1045
  • [46] Preference of Ruthenium-Based Metathesis Catalysts toward Z- and E-Alkenes as a Guide for Selective Reactions to Alkene Stereoisomers
    Lee, Jihong
    Kim, Kyung Hwan
    Lee, Ok Suk
    Choi, Tae-Lim
    Lee, Hee-Seung
    Ihee, Hyotcherl
    Sohn, Jeong-Hun
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (17) : 7591 - 7596
  • [47] Ruthenium-catalyzed asymmetric transfer hydrogenation of ketones in ethanol
    Lundberg, Helena
    Adolfsson, Hans
    TETRAHEDRON LETTERS, 2011, 52 (21) : 2754 - 2758
  • [48] Vortex Fluidic Ethenolysis, Integrating a Rapid Quench of Ruthenium Olefin Metathesis Catalysts
    Pye, Scott J.
    Chalker, Justin M.
    Raston, Colin L.
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2020, 73 (12) : 1138 - 1143
  • [49] Ruthenium-Based Heterocyclic Carbene-Coordinated Olefin Metathesis Catalysts
    Vougioukalakis, Georgios C.
    Grubbs, Robert H.
    CHEMICAL REVIEWS, 2010, 110 (03) : 1746 - 1787
  • [50] Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Allylic Alcohols by an Enantioselective Isomerization/Transfer Hydrogenation Mechanism
    Wu, Ruoqiu
    Beauchamps, Marie G.
    Laquidara, Joseph M.
    Sowa, John R., Jr.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (09) : 2106 - 2110