Selective and mild oxidation of sulfides to sulfoxides or sulfones using H2O2 and Cp′Mo(CO)3Cl as catalysts

被引：86
|
作者：
Gamelas, Carla A. [1 ,2 ]
Lourenco, Tiago [1 ]
da Costa, Andre Pontes [1 ]
Simplicio, Ana L. [1 ]
Royo, Beatriz [1 ]
Romao, Carlos C. [1 ]
机构：
[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2780157 Oeiras, Portugal
[2] Inst Politecn Setubal, Escola Super Tecnol, P-2910761 Setubal, Portugal
来源：
TETRAHEDRON LETTERS | 2008年 / 49卷 / 32期
关键词：
sulfoxide; sulfone; hydrogen peroxide; molybdenum complexes;
D O I：
10.1016/j.tetlet.2008.05.126
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Dialkyl, aryl-alkyl, benzylic, and benzothiophenic sulfides are selectively oxidized to sulfoxides or sulfones, with stoichiometric amounts of H2O2 (aq) or TBHP, in the presence of complexes Cp'Mo(CO)(3)Cl, CpMoO2Cl and the mesoporous material MCM-41-2 as catalysts. The use of the thianthrene 5-oxide (SSO) probe shows that CpMo(CO)(3)Cl/H2O2 or TBHP are electrophilic oxidants (Xso <= 15). The same conclusion is drawn from competition experiments with a mixture of p-ClC6H4SCH3 and C6H5SOCH3. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4708 / 4712
页数：5
相关论文
共 50 条
  • [21] Selective Oxidation of Sulfides to Sulfones by H2O2 Catalyzed by Fe-Substituted Sandwich Type Polyoxometalate
    Haddadi, Hedayat
    Farsani, Mostafa Riahi
    JOURNAL OF CLUSTER SCIENCE, 2016, 27 (01) : 373 - 386
  • [22] Selective Oxidation of Sulfides to Sulfones by H2O2 Catalyzed by Fe-Substituted Sandwich Type Polyoxometalate
    Hedayat Haddadi
    Mostafa Riahi Farsani
    Journal of Cluster Science, 2016, 27 : 373 - 386
  • [23] The first zinc-catalyzed oxidation of sulfides to sulfones using H2O2 as green oxidant
    Feng, Jian-Bo
    Gong, Jin-Long
    Wu, Xiao-Feng
    RSC ADVANCES, 2014, 4 (55) : 29273 - 29275
  • [24] Desulfurization of diesel via the H2O2 oxidation of aromatic sulfides to sulfones using a tungstate catalyst
    Al-Shahrani, Farhan
    Xiao, Tiancun
    Llewellyn, Simon A.
    Barri, Sami
    Jiang, Zheng
    Shi, Huahong
    Martinie, Gary
    Green, Malcolm L. H.
    APPLIED CATALYSIS B-ENVIRONMENTAL, 2007, 73 (3-4) : 311 - 316
  • [25] VO2F(dmpz)2: a new catalyst for selective oxidation of organic sulfides to sulfoxides with H2O2
    Hussain, Sahid
    Talukdar, Dhrubajyoti
    Bharadwaj, Saitanya K.
    Chaudhuri, Mihir K.
    TETRAHEDRON LETTERS, 2012, 53 (48) : 6512 - 6515
  • [26] HbA/H2O2:: an efficient biomimetic catalytic system for the oxidation of sulfides to sulfoxides
    Kumar, Atul
    Akanksha
    TETRAHEDRON LETTERS, 2007, 48 (44) : 7857 - 7860
  • [27] Alumina supported nanoruthenium as efficient heterogeneous catalyst for the selective H2O2 oxidation of aliphatic and aromatic sulfides to sulfoxides
    Veerakumar, P.
    Lu, Zong-Zhan
    Velayudham, M.
    Lu, Kuang-Lieh
    Rajagopal, S.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2010, 332 (1-2) : 128 - 137
  • [28] [Iron(III)-salen] ion catalyzed H2O2 oxidation of organic sulfides and sulfoxides
    Jayaseeli, A. Mary Imelda
    Rajagopal, S.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 309 (1-2) : 103 - 110
  • [29] Metal Sulfides as Excellent Co-catalysts for H2O2 Decomposition in Advanced Oxidation Processes
    Xing, Mingyang
    Xu, Wenjing
    Dong, Chencheng
    Bai, Yaocai
    Zeng, Jingbin
    Zhou, Yi
    Zhang, Jinlong
    Yin, Yadong
    CHEM, 2018, 4 (06): : 1359 - 1372
  • [30] Merrifield resin supported peroxomolybdenum(VI) compounds: recoverable heterogeneous catalysts for the efficient, selective and mild oxidation of organic sulfides with H2O2
    Boruah, Jeena Jyoti
    Das, Siva Prasad
    Ankireddy, Seshadri Reddy
    Gogoi, Sandhya Rani
    Islam, Nashreen S.
    GREEN CHEMISTRY, 2013, 15 (10) : 2944 - 2959
12345