4.8 Article

Diformylxylose as a new polar aprotic solvent produced from renewable biomass

Journal

GREEN CHEMISTRY
Volume 23, Issue 13, Pages 4790-4799

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1gc00641j

Keywords

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Funding

  1. Swiss National Science Foundation through the NCCR Catalysis [51NF40_180544, 200021_182605, CRSII5_180258]
  2. Swiss Competence Center for Energy Research: Biomass for a Swiss Energy Future through the Swiss Commission for Technology and Innovation [KTI.2014.0116]
  3. EPFL
  4. Swiss National Science Foundation (SNF) [200021_182605, 51NF40_180544] Funding Source: Swiss National Science Foundation (SNF)

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The demand for sustainable polar aprotic solvents is increasing due to the toxicity of conventional solvents and safety legislation. Diformylxylose (DFX) derived from xylose shows similar performance to conventional solvents in various reactions and can be produced from commercial xylose in a single step, making it a greener alternative for industry.
Demand for sustainable polar aprotic solvents is increasing due to their unique solubilizing properties and the toxicity of conventional analogs, which are facing pressure from extensive safety legislation. Polar aprotic solvents are particularly difficult to produce renewably because polar molecules that lack hydroxyl groups are rarely found in abundance in the natural world. Here, we explore the use of diformylxylose (DFX), a xylose-derived molecule that can be produced in a single step from lignocellulosic biomass, as a novel polar aprotic bio-based solvent. We notably demonstrate that diformylxylose shows a similar performance to conventional polar aprotic solvents (DMF, NMP, DMSO) in alkylation, cross-coupling (Heck), and hydrogenation reactions. We also demonstrate its straightforward production from commercial xylose and show that it is non-mutagenic, according to the Ames test. Renewable DFX appears to be a greener alternative to common polar aprotic solvents that are considered problematic for industry.

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