Ni-nanoparticles: An efficient green catalyst for chemo-selective oxidative coupling of thiols

被引:139
作者
Saxena, Amit [1 ]
Kumar, Ajeet [1 ]
Mozumdar, Subho [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
关键词
Ni-nanoparticles; green catalyst; thiols; disulfides; catalytic oxidation;
D O I
10.1016/j.molcata.2006.12.042
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
Use of highly monodispersed, easily recyclable and cheap nickel nanoparticles for oxidative coupling of aliphatic, aromatic, cyclic and heteroaromatic thiols to their corresponding disulfides has been reported. Ni-nanoparticles act as a green catalyst that can selectively catalyse oxidative coupling of thiols to disulfides without producing any over-oxidized products. The catalytic reaction occurred at room temperature with excellent yield under air atmosphere and high TON and TOF value could be achieved. Effect of solvent polarity and size distribution of the Ni-nanoparticles on the catalytic efficiency have been investigated. Nickel nanoparticles could be easily recovered by mild centrifugation. (c) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:35 / 40
页数:6
相关论文
共 52 条
[1]   CATALYTIC-OXIDATION OF MERCAPTANS BY IODINE HYDROGEN IODIDE SYSTEM IN DIMETHYL-SULFOXIDE [J].
AIDA, T ;
AKASAKA, T ;
FURUKAWA, N ;
OAE, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (05) :1441-1442
[2]   Oxidation of thiols to disulfides with molecular bromine on hydrated silica gel support [J].
Ali, MH ;
McDermott, M .
TETRAHEDRON LETTERS, 2002, 43 (35) :6271-6273
[3]  
BALTORK IM, 1998, B CHEM SOC JPN, V71, P1649
[4]   1,2-Dithiolan-3-one 1-oxides: A class of thiol-activated DNA-Cleaving agents that are structurally related to the natural product leinamycin [J].
Behroozi, SJ ;
Kim, W ;
Dannaldson, J ;
Gates, KS .
BIOCHEMISTRY, 1996, 35 (06) :1768-1774
[5]   REACTION OF N-PROPANETHIOL WITH 3H-1,2-BENZODITHIOL-3-ONE 1-OXIDE AND 5,5-DIMETHYL-1,2-DITHIOLAN-3-ONE 1-OXIDE - STUDIES RELATED TO THE REACTION OF ANTITUMOR ANTIBIOTIC LEINAMYCIN WITH DNA [J].
BEHROOZI, SJ ;
KIM, WK ;
GATES, KS .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (13) :3964-3966
[6]   The impact of nanoscience on heterogeneous catalysis [J].
Bell, AT .
SCIENCE, 2003, 299 (5613) :1688-1691
[7]   THE ORGANOSULFUR CHEMISTRY OF THE GENUS ALLIUM - IMPLICATIONS FOR THE ORGANIC-CHEMISTRY OF SULFUR [J].
BLOCK, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (09) :1135-1178
[8]  
BLOCK E, 1974, J AM CHEM SOC, V96, P1135
[9]  
Capozzi D. C. G, 1974, CHEM THIOL GROUP, P785
[10]   SYNTHESIS OF DISULFIDES BY COPPER - CATALYZED DISPROPORTIONATION OF THIOLS [J].
CHOI, JS ;
YOON, NM .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (11) :3266-3267