Efficient selective and atom economic catalytic conversion of glycerol to lactic acid

被引:232
作者
Sharninghausen, Liam S. [1 ]
Campos, Jesus [1 ]
Manas, Michael G. [1 ]
Crabtree, Robert H. [1 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
来源
NATURE COMMUNICATIONS | 2014年 / 5卷
关键词
HYDROGEN-TRANSFER CATALYSIS; CRUDE GLYCEROL; BASE-FREE; OXIDATION; BIODIESEL; COMPLEXES; TRANSFORMATION; 1,3-PROPANEDIOL; PERSPECTIVES; REACTIVITY;
D O I
10.1038/ncomms6084
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The availability of glycerol is rapidly increasing due to the expanding biodiesel industry, which produces this polyol as the main waste material. Several value-added chemicals have been synthesized using glycerol as a feedstock; however, the conversion of glycerol to lactic acid has been investigated to a lesser extent despite the numerous and novel uses of lactic acid. We report a family of iridium complexes as the first homogeneous catalysts for the conversion of glycerol to lactic acid. These have higher activity and selectivity than the previously reported heterogeneous systems. In addition, hydrogen gas is generated as a useful byproduct. Unlike prior systems, the reactions can be performed in air, under mild conditions and without solvent. Our method has even been applied to samples of crude glycerol waste derived from the biodiesel industry without prior purification, albeit with somewhat lower activity while maintaining the same high selectivity.
引用
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页数:9
相关论文
共 64 条
[1]   Deuterium Studies Reveal a New Mechanism for the Formose Reaction Involving Hydride Shifts [J].
Appayee, Chandrakumar ;
Breslow, Ronald .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (10) :3720-3723
[2]  
Auneau F., 2012, Recent advances and new trends in catalysis, P103
[3]   Heterogeneous Transformation of Glycerol to Lactic Acid [J].
Auneau, Florian ;
Arani, Leila Sadr ;
Besson, Michele ;
Djakovitch, Laurent ;
Michel, Carine ;
Delbecq, Francoise ;
Sautet, Philippe ;
Pinel, Catherine .
TOPICS IN CATALYSIS, 2012, 55 (7-10) :474-479
[4]   On the role of the atmosphere in the catalytic glycerol transformation over iridium-based catalysts [J].
Auneau, Florian ;
Noel, Sebastien ;
Aubert, Guillaume ;
Besson, Michele ;
Djakovitch, Laurent ;
Pinel, Catherine .
CATALYSIS COMMUNICATIONS, 2011, 16 (01) :144-149
[5]  
Auras R., 2010, POLYLACTIC ACID SYNT
[6]   Critical review on the current scenario and significance of crude glycerol resulting from biodiesel industry towards more sustainable renewable energy industry [J].
Ayoub, Muhammad ;
Abdullah, Ahmad Zuhairi .
RENEWABLE & SUSTAINABLE ENERGY REVIEWS, 2012, 16 (05) :2671-2686
[7]   Alternative Energy Input for Transfer Hydrogenation using Iridium NHC Based Catalysts in Glycerol as Hydrogen Donor and Solvent [J].
Azua, Arturo ;
Mata, Jose A. ;
Peris, Eduardo ;
Lamaty, Frederic ;
Martinez, Jean ;
Colacino, Evelina .
ORGANOMETALLICS, 2012, 31 (10) :3911-3919
[8]   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
[9]   Conversion of Biomass into Chemicals over Metal Catalysts [J].
Besson, Michele ;
Gallezot, Pierre ;
Pinel, Catherine .
CHEMICAL REVIEWS, 2014, 114 (03) :1827-1870
[10]   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