Hydrogen Gas-Mediated Deoxydehydration/Hydrogenation of Sugar Acids: Catalytic Conversion of Glucarates to Adipates

J Am Chem Soc. 2017 Oct 11;139(40):14001-14004. doi: 10.1021/jacs.7b07801. Epub 2017 Oct 3.

Abstract

The development of a system for the operationally simple, scalable conversion of polyhydroxylated biomass into industrially relevant feedstock chemicals is described. This system includes a bimetallic Pd/Re catalyst in combination with hydrogen gas as a terminal reductant and enables the high-yielding reduction of sugar acids. This procedure has been applied to the synthesis of adipate esters, precursors for the production of Nylon-6,6, in excellent yield from biomass-derived sources.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Adipates / chemical synthesis
  • Adipates / chemistry*
  • Biomass
  • Caprolactam / analogs & derivatives*
  • Caprolactam / chemical synthesis
  • Caprolactam / chemistry
  • Catalysis
  • Esterification
  • Hydrogen / chemistry*
  • Hydrogenation
  • Hydroxylation
  • Oxidation-Reduction
  • Palladium / chemistry
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Rhenium / chemistry
  • Sugar Acids / chemical synthesis
  • Sugar Acids / chemistry*

Substances

  • Adipates
  • Polymers
  • Sugar Acids
  • nylon 6
  • Palladium
  • Caprolactam
  • Rhenium
  • Hydrogen