title: Reductive Etherification of Fatty Acids or Esters with Alcohols using Molecular Hydrogen.
abstract: In the presence of a catalyst system consisting of a ruthenium/triphos complex and the Brønsted acid trifluoromethanesulfonimide, mixtures of fatty acids and aliphatic alcohols are converted into the corresponding ethers at 70 bar H2 . The protocol allows the sustainable one-step synthesis of valuable long-chain ether fragrances, lubricants, and surfactants from renewable sources. The reaction protocol is extended to various fatty acids and esters both in pure form and as mixtures, for example, tall oil acids or rapeseed methyl ester (RME). Even the mixed triglyceride rapeseed oil was converted in one step.
authors.affiliation: Department of Organic Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Str. Geb. 54, 67663, Kaiserslautern, Germany.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Erb
authors.affiliation: Department of Organic Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Str. Geb. 54, 67663, Kaiserslautern, Germany.
authors.forename: Eugen
authors.initials: E
authors.lastname: Risto
authors.affiliation: Department of Organic Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Str. Geb. 54, 67663, Kaiserslautern, Germany.
authors.forename: Timo
authors.initials: T
authors.lastname: Wendling
authors.affiliation: Department of Organic Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Str. Geb. 54, 67663, Kaiserslautern, Germany. goossen@chemie.uni-kl.de.
authors.forename: Lukas J
authors.identifier: 0000-0002-2547-3037
authors.initials: LJ
authors.lastname: Gooßen
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry*; D005990:Glycerol / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000438:Alcohols; D004952:Esters; D004987:Ethers; D005227:Fatty Acids; D006859:Hydrogen; D005990:Glycerol
keywords: alcohols; fatty acids; hydrogenation; phosphane ligands; ruthenium