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Fischer-Helferich glycosidation mechanism of glucose to methyl glycosides over Al-based catalysts in alcoholic media | |
Yu, Mengting1; Li, Yao2; Zhang, Cheng3; Luo, Huaying3; Ge, Chengsheng1; Chen, Xiaobin1; Fu, Lanlan1; Ju, Zhaoyang1,3; Yao, Xiaoqian2 | |
2022-08-16 | |
Source Publication | RSC ADVANCES
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Volume | 12Issue:36Pages:23416-23426 |
Abstract | The Fischer-Helferich glycosidation reaction is generally the initial step in the conversion of glucose to levulinate in alcohol media. However, the relevant molecular mechanism catalyzed by Al-based catalysts is still not well understood. In this work, the reaction mechanism of the glycosidation from glucose to methyl glycosides catalyzed by Al3+ coordinated with methanol/methoxyl was investigated through density functional theory (DFT) calculations. The whole reaction process includes ring-opening, addition, and ring-closure events. The addition of methanol to the ring-opening structure of glucose makes the electronegativity of C1 site stronger to proceed with the following ring-closure reaction. Among the 28 kinds of ways of ring-closure reaction, the most preferred way is to close the loop through the six-membered ring (O5-C1) to generate methyl glucoside (MDGP). The rate-determining step is the ring-closure and the Al3+ shows a great catalytic effect which is mainly reflected in coordinating with the solvents to transfer protons. The results would be helpful to understanding the Fischer-Helferich glycosidation mechanism catalyzed by Al-based catalysts and comprehend the conversion of glucose to high value-added chemicals. |
DOI | 10.1039/d2ra03945a |
Language | 英语 |
WOS Keyword | FRUCTOSE ISOMERIZATION ; THEORETICAL INSIGHT ; CONVERSION ; LEVULINATE ; BIOMASS ; LIGNOCELLULOSE ; CHEMISTRY ; CELLULOSE ; ZEOLITES ; SOLVENTS |
Funding Project | National Natural Science Foundation of China[21908222] ; Key R&D Program of Zhejiang Province[2021C02031] ; Research Fund for the Quzhou University[BSYJ202015] ; Research Fund for the Quzhou University[BSYJ202113] |
WOS Research Area | Chemistry |
WOS Subject | Chemistry, Multidisciplinary |
Funding Organization | National Natural Science Foundation of China ; Key R&D Program of Zhejiang Province ; Research Fund for the Quzhou University |
WOS ID | WOS:000841911200001 |
Publisher | ROYAL SOC CHEMISTRY |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.ipe.ac.cn/handle/122111/54469 |
Collection | 中国科学院过程工程研究所 |
Corresponding Author | Ju, Zhaoyang; Yao, Xiaoqian |
Affiliation | 1.Quzhou Univ, Coll Chem & Mat Engn, Quzhou 324000, Peoples R China 2.Chinese Acad Sci, CAS Key Lab Green Proc & Engn, Beijing Key Lab Ion Liquids Clean Proc, State Key Lab Multiphase Complex Syst,Inst Proc E, Beijing 100190, Peoples R China 3.Xianhe Co Ltd, Quzhou 324000, Peoples R China |
Recommended Citation GB/T 7714 | Yu, Mengting,Li, Yao,Zhang, Cheng,et al. Fischer-Helferich glycosidation mechanism of glucose to methyl glycosides over Al-based catalysts in alcoholic media[J]. RSC ADVANCES,2022,12(36):23416-23426. |
APA | Yu, Mengting.,Li, Yao.,Zhang, Cheng.,Luo, Huaying.,Ge, Chengsheng.,...&Yao, Xiaoqian.(2022).Fischer-Helferich glycosidation mechanism of glucose to methyl glycosides over Al-based catalysts in alcoholic media.RSC ADVANCES,12(36),23416-23426. |
MLA | Yu, Mengting,et al."Fischer-Helferich glycosidation mechanism of glucose to methyl glycosides over Al-based catalysts in alcoholic media".RSC ADVANCES 12.36(2022):23416-23426. |
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