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  • A solvent-free method for making dioxolane and dioxane from the biorenewables glycerol and furfural catalyzed by oxorhenium(V) oxazoline.

A solvent-free method for making dioxolane and dioxane from the biorenewables glycerol and furfural catalyzed by oxorhenium(V) oxazoline.

Inorganic chemistry (2010-05-06)
Benjamin L Wegenhart, Mahdi M Abu-Omar
ABSTRACT

Low catalyst loading of a cationic oxorhenium(V) oxazoline complex, [2-(2'-hydroxyphenyl)-2-oxazolinato(-2)]oxorhenium(v), condenses diols and aldehydes to give 1,3-dioxolanes in excellent yields under neat conditions and reasonably mild temperatures. The reaction is applicable to biomass-derived furfural and glycerol. The resulting cyclic acetals may find use as value-added chemicals and/or oxygenate fuel additives. Differences in the stereoselectivity of the reaction for epoxides versus diols provide insight into the reaction mechanism.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1,3-Dioxolane, ReagentPlus®, contains ~75 ppm BHT as inhibitor, 99%