A molybdenum based metallomicellar catalyst for controlled and selective sulfoxidation reactions in aqueous medium

被引:67
作者
Chakravarthy, Rajan Deepan [1 ]
Ramkumar, Venkatachalam [1 ]
Chand, Dillip Kumar [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
30-PERCENT HYDROGEN-PEROXIDE; S BOND-CLEAVAGE; ORGANIC-SYNTHESIS; ROOM-TEMPERATURE; RADICAL CATIONS; SOLVENT-FREE; PART; OXIDATION; SULFIDES; SULFONES;
D O I
10.1039/c3gc42245c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A surfactant based molybdenum system that exhibits catalytic activity for sulfoxidation reactions of various organic sulfides in aqueous medium has been developed and comprehensively characterized using IR, XRD, NMR, ESI-MS, DLS and TEM. The catalyst showcases remarkable selectivity for the preparation of both sulfoxides and sulfones in the range of good to excellent yields. Furthermore, the catalyst showed a high degree of tolerance towards various sensitive functional groups such as hydroxyl, acetal, aldehyde, amine, imine, oxime, cyano and alkene.
引用
收藏
页码:2190 / 2196
页数:7
相关论文
共 48 条
[1]   Oxido-peroxido molybdenum(VI) complexes in catalytic and stoichiometric oxidations [J].
Amini, Mojtaba ;
Haghdoost, Mohammad Mehdi ;
Bagherzadeh, Mojtaba .
COORDINATION CHEMISTRY REVIEWS, 2013, 257 (7-8) :1093-1121
[2]   Photosensitized oxidation of alkyl phenyl sulfoxides. C-S bond cleavage in alkyl phenyl sulfoxide radical cations [J].
Baciocchi, Enrico ;
Del Giacco, Tiziana ;
Lanzalunga, Osvaldo ;
Mencarelli, Paolo ;
Procacci, Barbara .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (15) :5675-5682
[4]   TAPC-Promoted Oxidation of Sulfides and Deoxygenation of Sulfoxides [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Arabi, Mehdi Sheikh .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (18) :6208-6213
[5]   Ligand effects on the stability of some Mo(VI) and W(VI) peroxo complexes Part 2. Study of the thermal stability [J].
Bhengu, TT ;
Sanyal, DK .
THERMOCHIMICA ACTA, 2003, 397 (1-2) :181-197
[6]   Merrifield resin supported peroxomolybdenum(VI) compounds: recoverable heterogeneous catalysts for the efficient, selective and mild oxidation of organic sulfides with H2O2 [J].
Boruah, Jeena Jyoti ;
Das, Siva Prasad ;
Ankireddy, Seshadri Reddy ;
Gogoi, Sandhya Rani ;
Islam, Nashreen S. .
GREEN CHEMISTRY, 2013, 15 (10) :2944-2959
[7]   Large-scale oxidations in the pharmaceutical industry [J].
Caron, Stephane ;
Dugger, Robert W. ;
Ruggeri, Sally Gut ;
Ragan, John A. ;
Ripin, David H. Brown .
CHEMICAL REVIEWS, 2006, 106 (07) :2943-2989
[8]   Structural Effects on the C-S Bond Cleavage in Aryl tert-Butyl Sulfoxide Radical Cations [J].
Cavattoni, Tullio ;
Del Giacco, Tiziana ;
Lanzalunga, Osvaldo ;
Mazzonna, Marco ;
Mencarelli, Paolo .
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (10) :4886-4894
[9]  
Chand D. K., 2013, HDB REAGENTS ORGANIC, P407
[10]  
Chand D. K., 2013, Indian Patent Application, Patent No. [4639/CHE/2013, 4639CHE2013]