A Pd-Catalyzed in situ domino process for mild and quantitative production of 2, 5-dimethylfuran directly from carbohydrates. Issue 9 (20th April 2017)

• Record Type: Journal Article
• Authors: Li, Hu; Zhao, Wenfeng; Riisager, Anders; Saravanamurugan, Shunmugavel; Wang, Zhongwei; Fang, Zhen; Yang, Song
• Is Part Of: Green chemistry. Volume 19:Issue 9(2017)
• Page Start: 2101
• Page End: 2106
• Publication Date: 2017-04-20
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c7gc00580f
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : A sustainable catalytic system is developed to be efficient for producing the biofuel 2, 5-dimethylfuran directly from carbohydrate biomass via an in situ domino process under mild conditions. Abstract : An in situ domino process has been developed to be highly efficient for direct and mild conversion of various hexose sugars to the biofuel 2, 5-dimethylfuran in almost quantitative yields, without separation of unstable intermediates at 120 °C in n -butanol, by using polymethylhydrosiloxane and hydrophobic Pd/C as a H-donor and a bifunctional catalyst, respectively. Among the cascade reactions, the hydrosilylation process was confirmed by deuterium-labeling and kinetic studies to be favorable for sugar dehydration and exclusively acts on deoxygenation of in situ formed intermediates including furanic alcohols and aldehydes to DMF via a hydride transfer process that was facilitated by an alcoholic solvent. The catalytic system is more selective than the H2 -participated counterpart, and could be scaled up with only 0.04 mol% catalyst loading, giving DMF in a comparable yield of 85%. Moreover, Pd(0) was demonstrated to be the active species for deoxygenation, and the heterogeneous catalyst exhibited good recyclability with little elemental leaching.