Efficient oxidative coupling of thiols and oxidation of sulfides using UHP in the presence of Ni or Cd salen complexes immobilized on MCM-41 mesoporous as novel and recoverable nanocatalysts

被引:99
作者
Nikoorazm, Mohsen [1 ]
Ghorbani-Choghamarani, Arash [1 ]
Mandavi, Houri [1 ]
Esmaeili, Saied Mostaffa [1 ]
机构
[1] Ilam Univ, Fac Sci, Dept Chem, Ilam, Iran
关键词
MCM-41; mesoporous; Urea hydrogen peroxide; Sulfoxides; Disulfides; Schiff base complex; UREA-HYDROGEN-PEROXIDE; SILICA SULFURIC-ACID; SELECTIVE OXIDATION; HALOCHROMATES/SILICA GEL; MAGNETIC NANOPARTICLE; RECYCLABLE CATALYST; SULFOXIDES; EPOXIDATION; REAGENT; OXIDANT;
D O I
10.1016/j.micromeso.2015.03.011
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Oxidation of sulfides to sulfoxides and oxidative coupling of thiols into their corresponding disulfides were carried out using urea-hydrogen peroxide (UHP) as oxidizing agent and immobilized Ni or Cd complexes on MCM-41 as stable, heterogeneous, efficient and recoverable catalysts under mild reaction conditions. These supported complexes were characterized by FT-IR spectroscopy, thermogravimetric analysis (TGA), powder X-ray diffraction (XRD) and N-2 adsorption-desorption isotherms. A variety of aromatic and aliphatic sulfides and thiols with different functional groups were successfully oxidized with short reaction times in good to excellent yields at room temperature. Catalysts were easily recovered and reused for several consecutive runs without significant loss of their catalytic activity and efficiency. (C) 2015 Elsevier Inc. All rights reserved.
引用
收藏
页码:174 / 181
页数:8
相关论文
共 42 条
[1]   Mononuclear and dinuclear salen type copper(II) Schiff base complexes: Synthesis, characterization, crystal structures and catalytic epoxidation of cyclooctene [J].
Abbasi, Zeinab ;
Behzad, Mahdi ;
Ghaffari, Abolfazl ;
Rudbari, Hadi Amiri ;
Bruno, Giuseppe .
INORGANICA CHIMICA ACTA, 2014, 414 :78-84
[2]   N,N′-dipyridoxyl(ethylenediamine) schiff-base ligand and its square-pyramidal copper(II) complex: Synthesis, experimental and theoretical characterization [J].
Beyramabadi, S. A. ;
Morsali, A. ;
Vahidi, S. H. ;
Khoshkholgh, M. J. ;
Esmaeili, A. A. .
JOURNAL OF STRUCTURAL CHEMISTRY, 2012, 53 (03) :460-467
[3]   Convenient supported recyclable material based on dihydrolipoyl-residue for the reduction of disulfide derivatives [J].
Bienvenu, Celine ;
Greiner, Jacques ;
Vierling, Pierre ;
Di Giorgio, Christophe .
TETRAHEDRON LETTERS, 2010, 51 (25) :3309-3311
[4]   Salen complex of Cu(II) supported on superparamagnetic Fe3O4@SiO2 nanoparticles: An efficient and recyclable catalyst for synthesis of 1-and 5-substituted 1H-tetrazoles [J].
Dehghani, Farzaneh ;
Sardarian, Ali Reza ;
Esmaeilpour, Mohsen .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 743 :87-96
[5]   Clay-supported ceric ammonium nitrate as an effective, viable catalyst in the oxidation of olefins, chalcones and sulfides by molecular oxygen [J].
Dhakshinamoorthy, Amarajothi ;
Pitchumani, Kasi .
CATALYSIS COMMUNICATIONS, 2009, 10 (06) :872-878
[6]   Selective epoxidation of cyclohexene to cyclohexene oxide catalyzed by Keggin-type heteropoly compounds using anhydrous urea-hydrogen peroxide as oxidizing reagent and acetonitrile as the solvent [J].
Ding, Y ;
Gao, Q ;
Li, GX ;
Zhang, HP ;
Wang, JM ;
Yan, L ;
Suo, JS .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 218 (02) :161-170
[7]   Graphite oxide: a selective and highly efficient oxidant of thiols and sulfides [J].
Dreyer, Daniel R. ;
Jia, Hong-Peng ;
Todd, Alexander D. ;
Geng, Jianxin ;
Bielawski, Christopher W. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (21) :7292-7295
[8]  
Gang Y., 2013, CHINESE J CATAL, V34, P1326
[9]  
Ghammamy S, 2008, MACED J CHEM CHEM EN, V27, P117
[10]   Synthesis of copper (II)-supported magnetic nanoparticle and study of its catalytic activity for the synthesis of 2,3-dihydroquinazolin-4(1 H)-ones [J].
Ghorbani-Choghamarani, Arash ;
Norouzi, Masoomeh .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2014, 395 :172-179