Mixed Picolinate and Quinaldinate Iron(III) Complexes for the Catalytic Oxidation of Alcohols with Hydrogen Peroxide

被引:8
|
作者
Tanaka, Shinji [1 ]
Kon, Yoshihiro [1 ]
Ogawa, Atsuko [1 ]
Uesaka, Yumiko [1 ]
Tamura, Masanori [1 ]
Sato, Kazuhiko [1 ]
机构
[1] Natl Inst Adv Ind Sci & Technol, Interdisciplinary Res Ctr Catalyt Chem, Cent 5,Higashi 1-1-1, Tsukuba, Ibaraki, Japan
关键词
catalysis; hydrogen peroxide; iron; oxidation; practical synthesis; PEROXOCARBONATE LIGAND; IRON COMPLEX; METAL; H2O2; HYDROCARBONS; EPOXIDATION; EFFICIENT; SYSTEMS; ACID; HYDROXYLATION;
D O I
10.1002/cctc.201600362
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of Fe mixed picolinate and quinaldinate complexes that catalyze the H2O2 oxidation of alcohols are presented. The Fe catalysts are generated in situ by simple mixing of iron acetate with 6-methylpicolinic acid (6-MepicH) and 4-chloropicolinic acid (4-ClpicH); they showed high catalytic activity for H2O2 oxidation of 1-phenylethanol to acetophenone. Fe complexes generated in situ as precatalysts were successfully isolated and structurally characterized. Based on the single-crystal X-ray analysis and electrochemical measurements of the Fe complexes, the lability of picolinate and/or quinaldinate ligand and the redox potential of Fe-III were found to be important factors for the catalytic reaction.
引用
收藏
页码:2930 / 2938
页数:9
相关论文
共 50 条
  • [1] Catalytic oxidation of alcohols to carbonyl compounds with hydrogen peroxide using dinuclear iron complexes
    Balogh-Hergovich, É
    Speier, G
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 230 (1-2) : 79 - 83
  • [2] Oxidation of aromatic compounds by hydrogen peroxide catalyzed by mononuclear iron(III) complexes
    Silva, Giselle C.
    Carvalho, Nakedia M. F.
    Horn, Adolfo, Jr.
    Lachter, Elizabeth R.
    Antunes, Octavio A. C.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2017, 426 : 564 - 571
  • [3] Chemoselective hydrogen peroxide oxidation of allylic and benzylic alcohols under mild reaction conditions catalyzed by simple iron-picolinate complexes
    Tanaka, Shinji
    Kon, Yoshihiro
    Nakashima, Takuya
    Sato, Kazuhiko
    RSC ADVANCES, 2014, 4 (71): : 37674 - 37678
  • [4] Selective oxidation of alcohols with hydrogen peroxide catalyzed by hexadentate binding 8-quinolinolato manganese(III) complexes
    Ye, Zhengpei
    Fu, Zaihui
    Zhong, Sheng
    Xie, Fang
    Zhou, Xiaoping
    Liu, Fenglan
    Yin, Dulin
    JOURNAL OF CATALYSIS, 2009, 261 (01) : 110 - 115
  • [5] Oxidation of alcohols with hydrogen peroxide catalyzed by supported Fe(III) porphyrins
    Masoudian, Shahla
    Yahyaei, Hooriye
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2011, 50 (07): : 1002 - 1005
  • [6] Oxidation of Benzylic Alcohols with Urea-Hydrogen Peroxide and Catalytic Magnesium Bromide
    Park, Hee Joong
    Lee, Jong Chan
    SYNLETT, 2009, (01) : 79 - 80
  • [7] Catalytic oxidation of cyclic hydrocarbons with hydrogen peroxide using Fe complexes immobilized into montmorillonite
    Yamaguchi, Syuhei
    Ihara, Daijiro
    Yamashita, Yuki
    Uemoto, Yudai
    Yahiro, Hidenori
    CATALYSIS TODAY, 2020, 352 : 243 - 249
  • [8] Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes
    Szavuly, Miklos
    Szilvasi, Szilvio D.
    Csonka, Robert
    Klesitz, Daniel
    Speier, Gabor
    Giorgi, Michel
    Kaizer, Jozsef
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2014, 393 : 317 - 324
  • [9] Bismuth Tribromide Catalyzed Oxidation of Alcohols with Aqueous Hydrogen Peroxide
    Han, Mi-kyung
    Kim, Sohwa
    Kim, Sung Tae
    Lee, Jong Chan
    SYNLETT, 2015, 26 (17) : 2434 - 2436
  • [10] Green oxidation of alcohols with hydrogen peroxide catalyzed by a tetra-cobalt polyoxometalate in water
    Farsani, Mostafa Riahi
    Assady, Elham
    Jalilian, Fariba
    Yadollahi, Bahram
    Rudbari, Hadi Amiri
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (07) : 1207 - 1212