An unprecedented use for glycerol: chemoselective reducing agent for sulfoxides

被引:75
作者
Garcia, Nuria [1 ]
Garcia-Garcia, Patricia [1 ]
Fernandez-Rodriguez, Manuel A. [1 ]
Garcia, Daniel [1 ]
Pedrosa, Maria R. [1 ]
Arnaiz, Francisco J. [1 ]
Sanz, Roberto [1 ]
机构
[1] Univ Burgos, Fac Ciencias, Dept Quim, Burgos 09001, Spain
关键词
CATALYTIC-OXIDATION; N-OXIDES; REDUCTION; HYDROGENOLYSIS; SYSTEM; DEOXYGENATION; TEMPERATURE; MOLYBDENUM; CONVERSION; CHEMICALS;
D O I
10.1039/c3gc36908k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new application for glycerol that expands its possibilities beyond a green solvent and a precursor of value-added products has been demonstrated. Simple, easily available, and environmentally friendly dioxomolybdenum(VI) complexes are highly efficient catalysts for the chemoselective sulfoxide deoxygenation with this biomass-derived chemical feedstock. Both refined glycerol and crude glycerin can be used, thus expanding the potential application of this reaction. Subsequent transformation of glycerol during this reductive process has also been investigated.
引用
收藏
页码:999 / 1005
页数:7
相关论文
共 48 条
[1]   Iridium NHC Based Catalysts for Transfer Hydrogenation Processes Using Glycerol as Solvent and Hydrogen Donor [J].
Azua, Arturo ;
Mata, Jose A. ;
Peris, Eduardo .
ORGANOMETALLICS, 2011, 30 (20) :5532-5536
[2]   Improved utilisation of renewable resources: New important derivatives of glycerol [J].
Behr, Arno ;
Eilting, Jens ;
Irawadi, Ken ;
Leschinski, Julia ;
Lindner, Falk .
GREEN CHEMISTRY, 2008, 10 (01) :13-30
[3]   Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited [J].
Bozell, Joseph J. ;
Petersen, Gene R. .
GREEN CHEMISTRY, 2010, 12 (04) :539-554
[4]   Selective Oxidation of Glycerol by Highly Active Bimetallic Catalysts at Ambient Temperature under Base-Free Conditions [J].
Brett, Gemma L. ;
He, Qian ;
Hammond, Ceri ;
Miedziak, Peter J. ;
Dimitratos, Nikolaos ;
Sankar, Meenakshisundaram ;
Herzing, Andrew A. ;
Conte, Marco ;
Lopez-Sanchez, Jose Antonio ;
Kiely, Christopher J. ;
Knight, David W. ;
Taylor, Stuart H. ;
Hutchings, Graham J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (43) :10136-10139
[5]   APPLICATIONS OF SULFOXIDES TO ASYMMETRIC-SYNTHESIS OF BIOLOGICALLY-ACTIVE COMPOUNDS [J].
CARRENO, MC .
CHEMICAL REVIEWS, 1995, 95 (06) :1717-1760
[6]   Glycerol hydrogenolysis on heterogeneous catalysts [J].
Chaminand, J ;
Djakovitch, L ;
Gallezot, P ;
Marion, P ;
Pinel, C ;
Rosier, C .
GREEN CHEMISTRY, 2004, 6 (08) :359-361
[7]   Alternative intermediates for glycerol valorization: iridium-catalyzed formation of acetals and ketals [J].
Crotti, Corrado ;
Farnetti, Erica ;
Guidolin, Nicol .
GREEN CHEMISTRY, 2010, 12 (12) :2225-2231
[8]   Au/Ag-Mo nano-rods catalyzed reductive coupling of nitrobenzenes and alcohols using glycerol as the hydrogen source [J].
Cui, Xinjiang ;
Zhang, Chengming ;
Shi, Feng ;
Deng, Youquan .
CHEMICAL COMMUNICATIONS, 2012, 48 (75) :9391-9393
[9]   Ruthenium-catalyzed reduction of allylic alcohols using glycerol as solvent and hydrogen donor [J].
Diaz-Alvarez, Alba E. ;
Crochet, Pascale ;
Cadierno, Victorio .
CATALYSIS COMMUNICATIONS, 2011, 13 (01) :91-96
[10]   Glycerol and derived solvents: new sustainable reaction media for organic synthesis [J].
Diaz-Alvarez, Alba E. ;
Francos, Javier ;
Lastra-Barreira, Beatriz ;
Crochet, Pascale ;
Cadierno, Victorio .
CHEMICAL COMMUNICATIONS, 2011, 47 (22) :6208-6227