A Systematic Study of Metal Triflates in Catalytic Transformations of Glucose in Water and Methanol: Identifying the Interplay of Brønsted and Lewis Acidity. Issue 14 (12th April 2019)

• Record Type: Journal Article
• Authors: Bodachivskyi, Iurii; Kuzhiumparambil, Unnikrishnan; Williams, D. Bradley G.
• Is Part Of: ChemSusChem. Volume 12:Issue 14(2019)
• Page Start: 3263
• Page End: 3270
• Publication Date: 2019-04-12
• Subjects: acidity -- carbohydrates -- catalysis -- glucose -- green chemistry; Green chemistry -- Periodicals; Sustainable engineering -- Periodicals; Chemistry -- Periodicals; Chemical engineering -- Periodicals; 660
• DOI: 10.1002/cssc.201900292
• Languages: English
• ISSNs: 1864-5631

Abstract

Abstract: The specific type of acidity associated with the given metal trifloromethanesulfonates (Brønsted or Lewis acidity) dramatically influences the course of reactions, and it is possible to select for disaccharides, fructose, methyl glucosides, or methyl levulinate. Glucose is transformed into a range of value‐added molecules in water and methanol under the action of acidic metal triflates as catalysts, including their analogous Brønsted acid‐assisted or Brønsted base‐modified systems. A systematic study is presented of a range of metal triflates in methanol and water, pinning down the preferred conditions to select for each product. Abstract : Manipulating acidity : A systematic study is undertaken, giving fundamental insights into the Brønsted and Lewis acidity in metal triflate‐catalyzed transformations of glucose in water and methanol. The dominant type of acidity and reaction conditions are revealed for obtaining isomaltose, fructose, methyl glucosides, or methyl levulinate in highly selective processes; this acidity can then be optimized by manipulating the reaction conditions.