Catalytic cascade conversion of furfural to 1,4-pentanediol in a single reactor,Green Chemistry

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Catalytic cascade conversion of furfural to 1,4-pentanediol in a single reactor
Green Chemistry ( IF 9.3 ) Pub Date : 2018-03-06 , DOI: 10.1039/c8gc00039e
Fei Liu _{1,

2,

3,

4,

5} , Qiaoyun Liu _{1,

2,

3,

4,

5} , Jinming Xu _{1,

2,

3,

4,

5} , Lei Li _{6,

7,

8,

9} , Yi-Tao Cui _{9,

10,

11,

12} , Rui Lang _{1,

2,

3,

4,

5} , Lin Li _{1,

2,

3,

4,

5} , Yang Su _{1,

2,

3,

4,

5} , Shu Miao _{1,

2,

3,

4,

5} , Hui Sun _{1,

2,

3,

4,

5} , Botao Qiao _{1,

2,

3,

4,

5} , Aiqin Wang _{1,

2,

3,

4,

5} , Francois Jérôme _{13,

14,

15,

16} , Tao Zhang _{1,

2,

3,

4,

5}

Affiliation

State Key Laboratory of Catalysis
Dalian Institute of Chemical Physics
Chinese Academy of Sciences
Dalian
PR China
Synchrotron Radiation Nanotechnology Center
University of Hyogo
Hyogo 679-5165
Japan
Institute for Solid State Physics
The University of Tokyo
Hyogo 679-5198
Institut de Chimie des Milieux et Materiaux de Poitiers
CNRS/University of Poitiers
Poitiers 86073
France

The synthesis of bio-based linear diols is the subject of many research studies. However, one of the main obstacles in industrial development is the difficulty in controlling product selectivity. Here, we report the catalytic conversion of furfural to 1,4-pentanediol (PD) in the presence of Ru supported on an ordered mesoporous carbon (CMK-3) under pressure of H₂ and CO₂ in water. In contrast to previous catalytic pathways, this work is distinct in that it yields 1,4-PD as an exclusive product, instead of a mixture of 1,2- and 1,5-PD as usual. Under optimized conditions, 1,4-PD was obtained in 90% yield, and in a one-pot reaction, directly from furfural. We disclose that the conversion of furfural to 1,4-PD followed an unusual catalytic route. It implies a bifunctional catalytic pathway based on sequential catalytic hydrogenation reactions and an acid-catalyzed Piancatelli's rearrangement.

中文翻译：

在单个反应器中将糠醛催化级联转化为1,4-戊二醇

生物基线性二醇的合成是许多研究的主题。但是，工业发展的主要障碍之一是难以控制产品的选择性。在这里，我们报告了在有序介孔碳（CMK-3）上在H ₂和CO _2的压力下负载Ru的情况下，糠醛催化转化为1,4-戊二醇（PD）在水里。与以前的催化途径相比，这项工作的不同之处在于，它以排他性产物的形式生成1,4-PD，而不是通常的1,2-PD和1,5-PD的混合物。在最佳条件下，直接从糠醛中以90％的收率和一锅反应获得1,4-PD。我们公开了糠醛向1，4-PD的转化遵循不寻常的催化途径。这意味着基于顺序催化氢化反应和酸催化的Piancatelli重排的双功能催化途径。

更新日期：2018-04-23

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