B(C6F5)3-catalyzed silylation versus reduction of phosphonic and phosphic esters with hydrosilanes

被引：22
作者：
Denis, JM
Forintos, H
Szelke, H
Keglevich, G
机构：
[1] Univ Rennes 1, CNRS, UMR 6510, F-35042 Rennes, France
[2] Budapest Univ Technol & Econ, Dept Organ Chem Technol, H-1521 Budapest, Hungary
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 32期
关键词：
homogeneous catalysis; transesterification; reduction; hydrosilane; Lewis acidity; arylborane;
D O I：
10.1016/S0040-4039(02)01161-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
HSiR3/cat-B(C6F)(3) induced dealkylation or reduction of esters of phosphorus at 20degreesC. A specific conversion to P-silylesters occurred by reaction with tertiary silanes. In contrast, free phosphines were observed in the reaction with mono- or disubstituted silanes. A mechanism was proposed to rationalize these results. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：5569 / 5571
页数：3
相关论文
共 50 条
  • [31] B(C6F5)3- and HB(C6F5)2-mediated transformations of isothiocyanates
    Fischer, Malte
    Schmidtmann, Marc
    CHEMICAL COMMUNICATIONS, 2020, 56 (46) : 6205 - 6208
  • [32] B(C6F5)3-Promoted Tandem Silylation and Intramolecular Hydrosilylation: Diastereoselective Synthesis of Oxasilinanes and Oxasilepanes
    Shchepin, Roman
    Xu, Chunping
    Dussault, Patrick
    ORGANIC LETTERS, 2010, 12 (21) : 4772 - 4775
  • [33] CO2 as a C1 Source: B(C6F5)3-Catalyzed Cyclization of o-Phenylene-diamines To Construct Benzimidazoles in the Presence of Hydrosilane
    Zhang, Zhenbei
    Sun, Qiangsheng
    Xia, Chungu
    Sun, Wei
    ORGANIC LETTERS, 2016, 18 (24) : 6316 - 6319
  • [34] B(C6F5)3-Catalyzed Electron Donor-Acceptor Complex-Mediated Aerobic Sulfenylation of Indoles under Visible-Light Conditions
    Yuan, Wenkai
    Huang, Jie
    Xu, Xin
    Wang, Long
    Tang, Xiang-Ying
    ORGANIC LETTERS, 2021, 23 (18) : 7139 - 7143
  • [35] Coordination of Al(C6F5)3vs. B(C6F5)3 on group 6 end-on dinitrogen complexes: chemical and structural divergences
    Escomel, Leon
    Martins, Frederico F.
    Vendier, Laure
    Coffinet, Anais
    Queyriaux, Nicolas
    Krewald, Vera
    Simonneau, Antoine
    CHEMICAL SCIENCE, 2024, 15 (29) : 11321 - 11336
  • [36] Increasing the oxidation power of TCNQ by coordination of B(C6F5)3
    Albrecht, Paul Anton
    Rupf, Susanne Margot
    Sellin, Malte
    Schloegl, Johanna
    Riedel, Sebastian
    Malischewski, Moritz
    CHEMICAL COMMUNICATIONS, 2022, 58 (32) : 4958 - 4961
  • [37] Combinations of Ethers and B(C6F5)3 Function as Hydrogenation Catalysts
    Hounjet, Lindsay J.
    Bannwarth, Christoph
    Garon, Christian N.
    Caputo, Christopher B.
    Grimme, Stefan
    Stephan, Douglas W.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (29) : 7492 - 7495
  • [38] Reactivity of a Titanocene Pendant Si-H Group toward Alcohols. Unexpected Formation of Siloxanes from the Reaction of Hydrosilanes and Ph3COH Catalyzed by B(C6F5)3
    Strasak, Tomas
    Sykora, Jan
    Lamac, Martin
    Kubista, Jiri
    Horacek, Michal
    Gyepes, Robert
    Pinkas, Jiri
    ORGANOMETALLICS, 2013, 32 (15) : 4122 - 4129
  • [39] The [(NHC)B(H)C6F5]+Cations and Their [B](H)-CO Borane Carbonyls
    Chen, Chaohuang
    Li, Jun
    Daniliuc, Constantin G.
    Mueck-Lichtenfeld, Christian
    Kehr, Gerald
    Erker, Gerhard
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (48) : 21460 - 21464
  • [40] Metal-Free Transfer Hydrogenation Catalysis by B(C6F5)3
    Farrell, Jeffrey M.
    Heiden, Zachariah M.
    Stephan, Douglas W.
    ORGANOMETALLICS, 2011, 30 (17) : 4497 - 4500
12345