Dehydrogenative silylation of alcohols catalysed by half-sandwich iron N-heterocyclic carbene complexes

被引:38
|
作者
Cardoso, Joao M. S. [1 ]
Lopes, Rita [1 ]
Royo, Beatriz [1 ]
机构
[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2780157 Oeiras, Portugal
关键词
Iron; N-Heterocyclic carbene ligands; Coupling of silanes with alcohols; Silylethers; EFFICIENT HYDROSILYLATION; SELECTIVE HYDROSILYLATION; HYDRIDE COMPLEX; KETONES; SILANES; BEARING; REDUCTION; CHEMISTRY; ALDEHYDES; LIGANDS;
D O I
10.1016/j.jorganchem.2014.06.005
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new series of tetramethylcyclopentadienyl-functionalised N-heterocyclic carbene complexes of iron bearing different wingtips of general type (Cp*-NHCR)Fe(CO)I (R = Bu-n, Bu-i, Et, CH2CH2OMe, CH2Ph) were prepared by direct reaction of Fe-3(CO)(12) and the corresponding imidazolium proligands. These new iron-NHC complexes have been found to be efficient catalysts for the dehydrogenative silylation of alcohols with silanes. Iron metal complexes bearing iso-butyl and n-butyl wingtips displayed slightly better catalytic performances than the related complexes (Cp*-NHCR)Fe(CO)I (R = Et, CH2CH2OMe, CH2Ph), affording quantitative yields of the corresponding silylethers in 8 h at 70 degrees C in acetonitrile. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:173 / 177
页数:5
相关论文
共 50 条
  • [11] C-H bond activation of heteroarenes mediated by a half-sandwich iron complex of N-heterocyclic carbene
    Ohki, Yasuhiro
    Hatanaka, Tsubasa
    Tatsumi, Kazuyuki
    Journal of the American Chemical Society, 2008, 130 (50): : 17174 - 17186
  • [12] Recent advances in catalytic and electrocatalytic applications of half-sandwich nickel(0/II) N-heterocyclic carbene complexes
    Budagumpi, Srinivasa
    Narayana, Brinda Kadur
    Keri, Rangappa Sangappa
    Hanumantharayudu, Nagaraju Doddahalli
    Vijayakumar, Monica
    Viswanathamurthi, Periasamy
    APPLIED ORGANOMETALLIC CHEMISTRY, 2023, 37 (10)
  • [13] Synthesis of Coordinatively Unsaturated Half-Sandwich Iron-Silyl Complexes with an N-Heterocyclic Carbene Ligand and Their Reactions with H2
    Hatanaka, Tsubasa
    Ohki, Yasuhiro
    Tatsumi, Kazuyuki
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2013, 2013 (22-23) : 3966 - 3971
  • [14] Imidazole and Benzimidazole Modified Half-Sandwich IridiumIII N-Heterocyclic Carbene Complexes: Synthesis, Anticancer Application, and Organelle Targeting
    Liu, Xicheng
    Han, Yali
    Ge, Xingxing
    Liu, Zhe
    FRONTIERS IN CHEMISTRY, 2020, 8
  • [15] Catalytic activity of a half-sandwich Ru(II)-N-heterocyclic carbene complex in the oligomerization of alkynes
    Csabai, Peter
    Joo, Ferenc
    Trzeciak, Anna M.
    Ziolkowski, Jozef J.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (15) : 3371 - 3376
  • [16] Polymerization of α-olefins and their copolymerization with ethylene by half-sandwich scandium catalysts with an N-heterocyclic carbene ligand
    Wang, Yinran
    Huang, Lin
    Hou, Zhaomin
    Guo, Fang
    POLYMER CHEMISTRY, 2023, 14 (07) : 828 - 838
  • [17] Homogeneous Water Oxidation by Half-Sandwich Iridium(III) N-Heterocyclic Carbene Complexes with Pendant Hydroxy and Amino Groups
    Mahanti, Bani
    Miera, Greco Gonzalez
    Martinez-Castro, Elisa
    Bedin, Michele
    Martin-Matute, Belen
    Ott, Sascha
    Thapper, Anders
    CHEMSUSCHEM, 2017, 10 (22) : 4616 - 4623
  • [18] Recent advances on N-heterocyclic carbene transition metal complexes for dehydrogenative catalysis using alcohols
    Huang, Ming
    Liu, Jiahao
    Li, Yinwu
    Lan, Xiao-Bing
    Su, Peifeng
    Zhao, Cunyuan
    Ke, Zhuofeng
    CATALYSIS TODAY, 2021, 370 : 114 - 141
  • [19] A N-heterocyclic carbene Ni(II) complex bearing bis(cyclopentadienyl) ligands as a precatalyst for the dehydrogenative silylation of alcohols with hydrosilanes
    Ohta, Hidetoshi
    Miyoshi, Narumi
    Sakata, Yoshihiro
    Okamoto, Yuki
    Hayashi, Minoru
    Watanabe, Yutaka
    TETRAHEDRON LETTERS, 2015, 56 (22) : 2910 - 2912
  • [20] C-H Bond Activation/Borylation of Furans and Thiophenes Catalyzed by a Half-Sandwich Iron N-Heterocyclic Carbene Complex
    Hatanaka, Tsubasa
    Ohki, Yasuhiro
    Tatsumi, Kazuyuki
    CHEMISTRY-AN ASIAN JOURNAL, 2010, 5 (07) : 1657 - 1666