Selective Oxidation of sp3 C-H Bonds in Water Catalyzed by a Glycinate-Platinum(II) Complex

被引:11
|
作者
Chen, George S. [1 ]
Labinger, Jay A. [1 ]
Bercaw, John E. [1 ]
机构
[1] CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
关键词
PROTON-MAGNETIC-RESONANCE; AMINO-ACID COMPLEXES; MOLECULAR-OXYGEN; PHASE OXIDATION; LOW-TEMPERATURE; PLATINUM SALTS; METHYL-GROUPS; METHANE; ACTIVATION; MECHANISM;
D O I
10.1021/om900267w
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In aqueous solution, [Pt-II(glycinato)Cl-2](-) catalyzes oxidation by [(PtCl6)-Cl-IV](2-) of the methyl group of p-toluenesulfonate to the corresponding alcohol and aldehyde, with no further oxidation to the carboxylic acid. Both rate and selectivity are improved in comparison to the original Shilov system that employs [(PtCln)-Cl-II(H2O)(4-n)](2-n) as the catalyst.
引用
收藏
页码:4899 / 4901
页数:3
相关论文
共 50 条
  • [1] Pd(II)-Catalyzed Olefination of sp3 C-H Bonds
    Wasa, Masayuki
    Engle, Keary M.
    Yu, Jin-Quan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (11) : 3680 - +
  • [2] α-Angelica lactone catalyzed oxidation of benzylic sp3 C-H bonds of isochromans and phthalans
    Thatikonda, Thanusha
    Deepake, Siddharth K.
    Kumar, Pawan
    Das, Utpal
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (21) : 4046 - 4050
  • [3] Pd-catalyzed arylation of Sp3 C-H bonds
    Daugulis, Olafs
    Khan, Rana Kashif M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 132 - 132
  • [4] Selective activation of Sp3 C-H bonds of tertiary amines
    Lu, CC
    Peters, JC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U728 - U728
  • [5] Site-selective bromination of sp3 C-H bonds
    Sathyamoorthi, Shyam
    Banerjee, Shibdas
    Du Bois, J.
    Burns, Noah Z.
    Zare, Richard N.
    CHEMICAL SCIENCE, 2018, 9 (01) : 100 - 104
  • [6] Platinum-catalyzed, terminal selective C(sp3)-H oxidation of aliphatic amines
    Lee, Melissa
    Sanford, Melanie
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [7] Thiyl radical promoted iron-catalyzed-selective oxidation of benzylic sp3 C-H bonds with molecular oxygen
    Geng, Shasha
    Xiong, Baojian
    Zhang, Yun
    Zhang, Juan
    He, Yun
    Feng, Zhang
    CHEMICAL COMMUNICATIONS, 2019, 55 (84) : 12699 - 12702
  • [8] Allylic and benzylic sp3 C-H oxidation in water
    Ang, Wei Jie
    Lam, Yulin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (04) : 1048 - 1052
  • [9] Palladium-catalyzed oxygenation of unactivated sp3 C-H bonds
    1600, American Chemical Society, Columbus, United States (126):
  • [10] Palladium-catalyzed oxygenation of unactivated sp3 C-H bonds
    Desai, LV
    Hull, KL
    Sanford, MS
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (31) : 9542 - 9543