A Mild Catalytic Oxidation System: FePcOTf/H2O2 Applied for Cyclohexene Dihydroxylation

被引:6
|
作者
Zhou, Baocheng [1 ]
Chen, Wenxing [1 ]
机构
[1] Zhejiang Sci Tech Univ, Minist Educ China, Key Lab Adv Text Mat & Mfg Technol, Hangzhou 310018, Peoples R China
来源
MOLECULES | 2015年 / 20卷 / 05期
关键词
iron (III) phthalocyanine; cyclohexene; triflate; cyclohexane-1; 2-diols; CYCLOOCTENE EPOXIDATION; SELECTIVE OXIDATION; PHTHALOCYANINE; IRON(III); IRON; COMPLEXES; STYRENE; ALKENES; OLEFINS; OXYGEN;
D O I
10.3390/molecules20058429
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Iron (III) phthalocyanine complexes were employed for the first time as a mild and efficient Lewis acid catalyst in the selective oxidation of cyclohexene to cyclohexane-1,2-diol. It was found that the catalyst FePcOTf shown excellent conversion and moderate selectivity relative to other iron (III) phthalocyanine complexes. The optimum conditions of the oxidation reaction catalyzed by FePcOTf/H2O2 have been researched in this paper. Iron (III) phthalocyanine triflate (1 mol %) as catalyst, hydrogen peroxide as oxidant, methanol as solvent, and a mole ratio of substrate and oxidant (H2O2) of 1:1 were used for achieving moderate yields of 1,2-diols under reflux conditions after eight hours.
引用
收藏
页码:8429 / 8439
页数:11
相关论文
共 50 条
  • [41] Mesoporous Silicates with Spherical Morphology Modified with Vanadium Highly Active in Oxidation of Cyclohexene with H2O2
    Chanquia, Corina M.
    Canepa, Analia L.
    Sapag, Karim
    Reyes, Patricio
    Herrero, Eduardo R.
    Casuscelli, Sandra G.
    Eimer, Griselda A.
    TOPICS IN CATALYSIS, 2011, 54 (1-4) : 160 - 169
  • [42] The role of protons in cyclohexene oxidation with H2O2 catalysed by Ti(IV)-monosubstituted Keggin polyoxometalate
    Kholdeeva, OA
    Trubitsina, TA
    Timofeeva, MN
    Maksimov, GA
    Maksimovskaya, RI
    Rogov, VA
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 232 (1-2) : 173 - 178
  • [43] Mesoporous Silicates with Spherical Morphology Modified with Vanadium Highly Active in Oxidation of Cyclohexene with H2O2
    Corina M. Chanquía
    Analía L. Cánepa
    Karim Sapag
    Patricio Reyes
    Eduardo R. Herrero
    Sandra G. Casuscelli
    Griselda A. Eimer
    Topics in Catalysis, 2011, 54 : 160 - 169
  • [44] CUII(Sal-Ala)/MgAlLDH and CUII(Sal-Phen)/MgAlLDH as novel catalytic systems for cyclohexene oxidation by H2O2
    Mureşeanu, Mihaela
    Georgescu, Irina
    Bibire, Livia Elena
    CârjǍ, Gabriela
    Catalysis Communications, 2014, 54 : 39 - 44
  • [45] CUII(Sal-Ala)/MgAlLDH and CUII(Sal-Phen)/MgAlLDH as novel catalytic systems for cyclohexene oxidation by H2O2
    Mureseanu, Mihaela
    Georgescu, Irina
    Bibire, Livia Elena
    Carja, Gabriela
    CATALYSIS COMMUNICATIONS, 2014, 54 : 39 - 44
  • [46] CUII(Sal-Ala)/MgAlLDH and CUII(Sal-Phen)/MgAlLDH as novel catalytic systems for cyclohexene oxidation by H2O2
    Mureşeanu, Mihaela
    Georgescu, Irina
    Bibire, Livia Elena
    CârjǍ, Gabriela
    Catalysis Communications, 2014, 54 : 39 - 44
  • [47] Dual catalytic function of the task-specific ionic liquid: Green oxidation of cyclohexene to adipic acid using 30% H2O2
    Vafaeezadeh, Majid
    Hashemi, Mohammad Mahmoodi
    CHEMICAL ENGINEERING JOURNAL, 2013, 221 : 254 - 257
  • [49] Catalytic epoxidation and 1,2-dihydroxylation of olefins with bispidine-iron(II)/H2O2 systems
    Bukowski, Michael R.
    Comba, Peter
    Lienke, Achim
    Limberg, Christian
    de Laorden, Carlos Lopez
    Mas-Balleste, Ruben
    Merz, Michael
    Que, Lawrence, Jr.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (21) : 3446 - 3449
  • [50] H2O2/O-3, H2O2/UV AND H2O2/FE2+ PROCESSES FOR THE OXIDATION OF HAZARDOUS WASTES
    SCHULTE, P
    BAYER, A
    KUHN, F
    LUY, T
    VOLKMER, M
    OZONE-SCIENCE & ENGINEERING, 1995, 17 (02) : 119 - 134