Possible Role of Vesicles on Metallocatalytic Reduction Reaction of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran

Compounds Pub Date : 2022-11-03 DOI:10.3390/compounds2040027
T. Shimanouchi, Y. Takahashi, Keita Hayashi, K. Yasuhara, Y. Kimura
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引用次数: 2

Abstract

A reduction reaction of 5-hydroxymethylfurfural to 2,5-dimethylfuran (2,5-DMF) has been previously performed in an organic solvent under high-temperature conditions. For the relaxation of such reaction conditions, conventional palladium on carbon (Pd/C) was combined with vesicles composed of phospholipids or surfactants. Pd/C combined with 1,2-dioleoyl-sn-glycero-3-phosphocholine indicated a yield (25%) at 60 °C compared with Pd/C (17%). Vesicles at the liquid crystalline phase were advantageous for the reduction reaction of HMF. The yield of 2,5-DMF catalyzed by Pd/C combined with the vesicles depended on the lipid composition of the vesicles. It was clarified that the yield of 2,5-DMF could be controlled by the hydration property of the vesicles. Compared with conventional 2,5-DMF synthesis in an organic solvent, the use of vesicles made it possible to reduce the burden of using organic solvents in high-temperature conditions, although limitedly.
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囊泡在5-羟甲基糠醛金属催化还原反应中可能的作用
5-羟甲基糠醛在高温条件下在有机溶剂中还原为2,5-二甲基呋喃(2,5- dmf)。为了缓和这种反应条件,将常规的碳上钯(Pd/C)与磷脂或表面活性剂组成的囊泡结合。Pd/C与1,2-二油基-sn-甘油-3-磷酸胆碱结合在60℃时的产率为25%,而Pd/C的产率为17%。液晶相的囊泡有利于HMF的还原反应。Pd/C与囊泡结合催化2,5- dmf的产率取决于囊泡的脂质组成。结果表明,2,5- dmf的产率可由微泡的水化特性控制。与传统的在有机溶剂中合成2,5- dmf相比,使用囊泡可以减少在高温条件下使用有机溶剂的负担,尽管这是有限的。
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