Selective reduction of biomass by hydriodic acid and its in situ regeneration from iodine by metal/hydrogen.

Selective reduction of biomass by hydriodic acid and its in situ regeneration from iodine by metal/hydrogen.

ChemSusChem (2012-04-12)

Weiran Yang, Matthew R Grochowski, Ayusman Sen

ABSTRACT

HI returns: Hydroiodic acid is a highly selective reducing reagent for a wide variety of substrates. Its application is limited by the formation of iodine and the difficulty in reconverting that iodione back to HI in situ. We report the facile conversion of I(2) to HI by metal-catalyzed hydrogenation in the presence of water, and demonstrate the utility of this process in the conversion of fructose to 5-methyfurfural and glycerol to 2-iodopropane.

MATERIALS

Product Number

Brand

Product Description

752851

Sigma-Aldrich

Hydriodic acid, 57 wt. %, distilled, 99.999% trace metals basis

248649

Sigma-Aldrich

Hydriodic acid, contains ≤1.5% hypophosphorous acid as stabilizer, ACS reagent, ≥47.0%

210013

Sigma-Aldrich

Hydriodic acid, contains no stabilizer, distilled, 57 wt. % in H₂O, 99.99% trace metals basis

210021

Sigma-Aldrich

Hydriodic acid, 57 wt. % in H₂O, distilled, stabilized, 99.95%

398098

Sigma-Aldrich

Hydriodic acid, contains no stabilizer, ACS reagent, 55%