Preparation of new β-D-xyloside- and β-D-xylobioside-based ionic liquids through chemical and/or enzymatic reactions

• Published in: Carbohydrate research 2017-11, Vol.451, p.72-80
• Main Authors: Gatard, S., Plantier-Royon, R., Rémond, C., Muzard, M., Kowandy, C., Bouquillon, S.
• Format: Article
• Language: English
• Subjects: Ammonium Compounds - chemistry; Chemical Sciences; Chemo-enzymatic synthesis; Glycosides - chemistry; Ionic liquids; Ionic Liquids - chemistry; Organic chemistry; Xylans; Xylans - chemistry; Xylobioside; Xyloside
• ISSN: 0008-6215; 1873-426X; 0008-6215
• DOI: 10.1016/j.carres.2017.09.012

Several tetraalkylphosphonium and tetraalkylammonium salts containing xyloside- and xylobioside-based anionic moieties have been prepared. Two stereoselective routes have been developed: i) a chemical pathway in four steps from D-xylose, and ii) a chemoenzymatic pathway directly from biomass-derived xylans. These salts displayed interesting properties as ionic liquids. Their structures have been correlated to their thermal properties (melting, glass transition and decomposition temperatures). [Display omitted] •ILs were synthesized through chemical and/or enzymatic reactions from D-xylose or directly from biomass-derived xylan.•Various salts containing phosphonium or ammonium cations and xyloside- and xylobioside-based anionic moieties are proposed.•The physicochemical properties of ILs are studied as a function of the different anion/cation associations.•The hydrophilic lipophilic balance (HLB) of the anionic part seems to influence partially their physicochemical properties.