Chinese Journal of Organic Chemistry >
Preparation of D-Sorbitol by Catalytic Hydrogenation of D-Glucose with Semi Sandwich Iridium Catalyst
Received date: 2017-08-01
Revised date: 2017-08-31
Online published: 2017-09-15
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21572212, 21402181, 21325208), the Science Foundation of the Chinese Academy of Sciences (Nos. XDB20000000, YZ201563), the Fundamental Research Funds for the Central Universities, the Program for Changjiang Scholars and Innovative Research Team in University of the Ministry of Education of China, the Key Technologies R&D Programme of Anhui Province (No. 1604a0702027).
[Cp*Ir-(di-OH-bpy)(OH2)] [SO4] (di-OH-bpy=4,4'-dihydroxyl-2,2'-bipyridine) exhibited high catalytic performance during the hydrogenation of D-glucose to D-sorbitol. Using formic acid as hydrogen source led to an unsatisfactory D-sorbitol selectivity. The ring-opening hydrogenation of glucose was efficiently achieved by hydrogen. Under optimal conditions, D-sorbitol could be obtained in 96% yield. The effect of different ligands in iridium catalyst on hydrogenation was also investigated. A speculated mechanism was proposed to illustrate the detailed process of D-glucose hydrogenation to produce sorbitol. The catalytic system has the merits of relatively mild reaction conditions and high product selectivity, which provides an effective method for the catalytic hydrogenation of other biomass-based platform chemicals.
Key words： glucose; sorbitol; Cp*Ir; homogeneous hydrogenation; bipyridine ligand
Gong Baoxiang , Yan Long , Chen Mengyuan , Deng Jin , Fu Yao . Preparation of D-Sorbitol by Catalytic Hydrogenation of D-Glucose with Semi Sandwich Iridium Catalyst[J]. Chinese Journal of Organic Chemistry, 2017 , 37(12) : 3170 -3176 . DOI: 10.6023/cjoc201708001
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