Catalytic C-H oxidation by a triazamacrocyclic ruthenium complex

被引：66
|
作者：
McNeill, Eric [1 ]
Du Bois, J. [1 ]
机构：
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
来源：
CHEMICAL SCIENCE | 2012年 / 3卷 / 06期
基金：
美国国家科学基金会;
关键词：
SATURATED-HYDROCARBONS; RUO4-MEDIATED OXIDATIONS; CIS-DIOXORUTHENIUM(VI) COMPLEX; HYDROXYLATION; MECHANISM; FUNCTIONALIZATION; SELECTIVITY; EPOXIDATION; REACTIVITY; ALKENES;
D O I：
10.1039/c2sc20118f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A method for oxygenation of tertiary and benzylic C-H bonds is described that uses 1-10 mol% (1,4,7-trimethyl-1,4,7-triazacyclo-nonane) ruthenium(III) trichloride as catalyst and ceric (IV) ammonium nitrate (CAN) as the terminal oxidant. The reaction is conveniently performed in aqueous solvent mixtures on substrates bearing a number of common, polar functional groups. The scope and efficiency of this process are comparable or superior to other known catalytic C-H oxidation technologies. Chemoselectivity trends and kinetic isotope effect data implicate a stepwise, radical-rebound mechanism for this transformation.
引用
收藏
页码：1810 / 1813
页数：4
相关论文
共 50 条
  • [21] Enantiotopos-Selective C-H Oxygenation Catalyzed by a Supramolecular Ruthenium Complex
    Frost, James R.
    Huber, Stefan M.
    Breitenlechner, Stefan
    Bannwarth, Christoph
    Bach, Thorsten
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (02) : 691 - 695
  • [22] Computational study of the C-H bond activation in ethylene on a binuclear ruthenium complex
    Tussupbayev, Samat
    Vyboishchikov, Sergei F.
    ORGANOMETALLICS, 2008, 27 (15) : 3681 - 3692
  • [23] Ruthenium-bipyridine complex catalyzed C-H alkenylation of arylpyrazole derivatives
    Shome, Sanchari
    Singh, Surya Prakash
    JOURNAL OF CHEMICAL SCIENCES, 2018, 130 (07)
  • [24] C-H Bond Activation by a Ruthenium(II) β-Diketonate Complex: A Mechanistic Study
    Bris, Anamarija
    Turel, Iztok
    Roithova, Jana
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (44) : 6107 - 6113
  • [25] C-H bond activation by a hydrotris(pyrazolyl)borato ruthenium hydridle complex
    Ng, SM
    Lam, WH
    Mak, CC
    Tsang, CW
    Jia, GC
    Lin, ZY
    Lau, CP
    ORGANOMETALLICS, 2003, 22 (04) : 641 - 651
  • [26] Homogeneous catalysis of C-H bond activation by a novel ruthenium(III)-complex
    Chatterjee, D
    Mitra, A
    Roy, BC
    REACTION KINETICS AND CATALYSIS LETTERS, 2000, 70 (01): : 147 - 151
  • [27] Reactivity of a trinuclear ruthenium complex involving C-H activation and insertion of alkene
    Ma, Zhihong
    Fan, Dong
    Li, Suzhen
    Han, Zhangang
    Li, Xiaoyan
    Zheng, Xuezhong
    Lin, Jin
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (02) : 1075 - 1082
  • [28] A synthetically useful catalytic system for aliphatic C-H oxidation with a nonheme cobalt complex and m-CPBA
    Wen, Xiang
    Ma, Yidong
    Chen, Jie
    Wang, Bin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (28) : 5729 - 5733
  • [29] Revising C-H oxidation
    不详
    CHEMICAL & ENGINEERING NEWS, 2008, 86 (37) : 34 - 34
  • [30] C-H Oxidation by a Diiron Complex with Facially Opposing Active Sites
    Lindsay, Stacey
    Mader, Sophie L.
    Kaila, Ville R. I.
    Hess, Corinna R.
    CHEMISTRYSELECT, 2018, 3 (05): : 1602 - 1608
12345