Combined 1,4-butanediol lactonization and transfer hydrogenation/hydrogenolysis of furfural-derivatives under continuous flow conditions

被引:58
作者
Aellig, Christof [1 ]
Jenny, Florian [1 ]
Scholz, David [1 ]
Wolf, Patrick [1 ]
Giovinazzo, Isabella [1 ]
Kollhoff, Fabian [1 ]
Hermans, Ive [1 ]
机构
[1] ETH, Inst Chem & Bioengn, CH-8093 Zurich, Switzerland
基金
瑞士国家科学基金会;
关键词
K-L ZEOLITE; GAMMA-BUTYROLACTONE; SELECTIVE HYDROGENATION; OXIDATIVE CYCLIZATION; ALCOHOL DEHYDROGENATION; ORGANIC-SYNTHESIS; HIGHLY EFFICIENT; LEVULINIC ACID; CATALYST; DIOLS;
D O I
10.1039/c4cy00213j
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
The oxygen-free lactonization of 1,4-butanediol to.-butyrolactone coupled with a sequential reductive upgrading of furfural derivatives following a transfer hydrogenation/hydrogenolysis mechanism was studied over AlOx-supported copper catalysts. The Cu-Al hydrotalcite-like catalyst-precursor was first reduced with H-2, forming dispersed Cu nanoparticles. The catalyst was characterized and tested for the dehydrogenation of various primary and secondary alcohols, optimizing the activation procedure and reaction conditions. Subsequently, the combined transfer hydrogenation/hydrogenolysis to furfural derivatives was investigated. All reactions were performed under continuous flow conditions to increase the space-time yield and the selectivity towards the desired products, as well as to study the catalyst stability.
引用
收藏
页码:2326 / 2331
页数:6
相关论文
共 57 条
[51]   Base-Free, Acceptorless, and Chemoselective Alcohol Dehydrogenation Catalyzed by an Amide-Derived NNN-Ruthenium(II) Hydride Complex [J].
Tseng, Kuei-Nin T. ;
Kampf, Jeff W. ;
Szymczak, Nathaniel K. .
ORGANOMETALLICS, 2013, 32 (07) :2046-2049
[52]   Selective liquid-phase hydrogenation of furfural to furfuryl alcohol over Cu-based catalysts [J].
Villaverde, M. M. ;
Bertero, N. M. ;
Garetto, T. F. ;
Marchi, A. J. .
CATALYSIS TODAY, 2013, 213 :87-92
[53]   Exploiting H-transfer reactions with RANEY® Ni for upgrade of phenolic and aromatic biorefinery feeds under unusual, low-severity conditions [J].
Wang, Xingyu ;
Rinaldi, Roberto .
ENERGY & ENVIRONMENTAL SCIENCE, 2012, 5 (08) :8244-8260
[54]   A noble-metal free Cu-catalyst derived from hydrotalcite for highly efficient hydrogenation of biomass-derived furfural and levulinic acid [J].
Yan, Kai ;
Liao, Jiayou ;
Wu, Xu ;
Xie, Xianmei .
RSC ADVANCES, 2013, 3 (12) :3853-3856
[55]  
Yim H, 2011, NAT CHEM BIOL, V7, P445, DOI [10.1038/NCHEMBIO.580, 10.1038/nchembio.580]
[56]   Electron-Rich PNP- and PNN-Type Ruthenium(II) Hydrido Borohydride Pincer Complexes. Synthesis, Structure, and Catalytic Dehydrogenation of Alcohols and Hydrogenation of Esters [J].
Zhang, Jing ;
Balaraman, Ekambaram ;
Leitus, Gregory ;
Milstein, David .
ORGANOMETALLICS, 2011, 30 (21) :5716-5724
[57]   A novel route for synthesis of γ-butyrolactone through the coupling of hydrogenation and dehydrogenation [J].
Zhu, YL ;
Xiang, HW ;
Wu, GS ;
Bai, L ;
Li, YW .
CHEMICAL COMMUNICATIONS, 2002, (03) :254-255