title: Synthesis of 1,4:3,6-dianhydrohexitols diesters from the palladium-catalyzed hydroesterification reaction.
abstract: The hydroesterification of alpha olefins has been used to synthesize diesters from bio-based secondary diols: isosorbide, isomannide, and isoidide. The reaction was promoted by 0.2% palladium catalyst generated in situ from palladium acetate/triphenylphosphine/para-toluene sulfonic acid. Optimized reaction conditions allowed the selective synthesis of the diesters with high yields and the reaction conditions could be scaled up to the synthesis of hundred grams of diesters from isosorbide and 1-octene with solvent-free conditions.
authors.affiliation: Unité de Catalyse et Chimie du Solide, UMR CNRS 8181, Université de Lille 1, ENSCL, Bâtiment C7, 59650 Villeneuve D'Ascq (France).
authors.forename: Romain
authors.initials: R
authors.lastname: Pruvost
authors.forename: Jérôme
authors.initials: J
authors.lastname: Boulanger
authors.forename: Bastien
authors.initials: B
authors.lastname: Léger
authors.forename: Anne
authors.initials: A
authors.lastname: Ponchel
authors.forename: Eric
authors.initials: E
authors.lastname: Monflier
authors.forename: Mathias
authors.initials: M
authors.lastname: Ibert
authors.forename: André
authors.initials: A
authors.lastname: Mortreux
authors.forename: Thomas
authors.initials: T
authors.lastname: Chenal
authors.forename: Mathieu
authors.initials: M
authors.lastname: Sauthier
mesh_terms: D000475:Alkenes / Q000737:chemistry; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry; D002248:Carbon Monoxide / Q000737:chemistry*; D002384:Catalysis; D004951:Esterification; D004952:Esters; D007454:Iodides / Q000737:chemistry; D007547:Isosorbide / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: C502182:1,4-3,6-dianhydromannitol; D000475:Alkenes; D019086:Bridged Bicyclo Compounds, Heterocyclic; D004952:Esters; D007454:Iodides; D010165:Palladium; D002248:Carbon Monoxide; C037690:1-octene; D007547:Isosorbide
keywords: diester; hydroesterification; isosorbide; olefin; palladium