Selectivity Control in the Oxidative Ring-Opening of Dimethylfuran Mediated by Zeolitic-Imidazolate Framework-8 Nanoparticles

Ana Franco, Arvind Negi, Rafael Luque, Carolina Carrillo-Carrión*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

Abstract

The conversion of biomass-derived furans to synthetically valuable chemicals is highly desirable but it remains a formidable challenge with regard to product selectivity, particularly in oxidative reactions. For example, the oxidative ring-opening of 2,5-dimethylfuran (DMF) using hydrogen peroxide as the oxidant proceeds in a nonselective manner, resulting in a multicomponent mixture along with the target compound (3-hexene-2,5-dione). In this work, we address the selectivity issue with a simple and efficient approach using zeolitic-imidazolate framework-8 nanoparticles (ZIF-8 NPs) as selectivity mediators on the base of their unique ordered structure. A quantitative conversion of DMF with 85% of selectivity to the target 3-hexene-2,5-dione (in comparison to 27% selectivity in the blank reaction) was achieved in the presence of ZIF-8 NPs, and importantly, under mild conditions (60 °C, and methanol as solvent). Furthermore, computational studies based on the chemisorption models of ZIF-8 demonstrated a plausible explanation of the observed selectivity. This work may pave the way toward the development of alternative and cost-effective strategies to improve product selectivity in biomass conversion with a view of green and sustainable developments in the chemical industry.

Original languageEnglish
Pages (from-to)8090-8096
Number of pages7
JournalACS Sustainable Chemistry and Engineering
Volume9
Issue number24
DOIs
Publication statusPublished - 21 Jun 2021
MoE publication typeA1 Journal article-refereed

Keywords

  • furans
  • metal-organic framework (MOF)
  • nanoscale MOF
  • ring-opening
  • selectivity
  • zeolitic-imidazolate framework-8 (ZIF-8)

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