Synthesis of renewable C-C cyclic compounds and high-density biofuels using 5-hydromethylfurfural as a reactant

Taimei Cai, Qiang Deng, Hailong Peng, Jin Zhong, Rui Gao, Jun Wang, Zheling Zeng, Ji Jun Zou, Shuguang Deng

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

The major challenge in the synthesis of high-density biofuels is to identify the bio-based source for C-C cyclic compounds and C-C coupling reactions with a suitable selectivity. Herein, we selectively synthesize 1,2,4-benzenetriol (BTO) with a yield of 51.4% from cellulose-derived 5-hydromethylfurfural via a ring-rearrangement reaction. The cellulose-derived route is a more meaningful route for the C-C cyclic compounds compared to the traditional hemicellulose- and lignin-derived routes. Furthermore, BTO is very easily dimerized via a C-C oxidative coupling reaction, showing a yield of 94.4% and selectivity of nearly 100% under environmentally friendly reaction conditions. After hydrodeoxygenation, bicyclohexane is obtained with a yield of 87.4%. This work not only provides a promising route to produce C-C cyclic fine compounds based on a cellulose-derived route, but also shows a highly efficient synthesis route for high-density biofuels via the C-C oxidative coupling reaction.

Original languageEnglish (US)
Pages (from-to)2468-2473
Number of pages6
JournalGreen Chemistry
Volume22
Issue number8
DOIs
StatePublished - Apr 21 2020

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

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