Issue 36, 2015

One-pot conversion of cellobiose to mannose using a hybrid phosphotungstic acid–cerium oxide catalyst

Abstract

A hybrid catalyst composed of phosphotungstic acid coated cerium oxide nanoparticles was demonstrated to catalyze the one-pot conversion of cellobiose, the disaccharide unit of cellulose, to a monosaccharide mixture of glucose and mannose. A high % conversion of cellobiose (up to 99%) was achieved resulting in a yield of mannose up to 15.8%. The yield of mannose from a glucose starting material was 22.8%, exceeding those of previous cerium-based glucose epimerization catalysts. The components of the hybrid material were revealed to function synergistically via a two-step process. Cellobiose was hypothesized to be first hydrolyzed to glucose, which was subsequently epimerized to mannose by the cerium ions leached from the catalyst. The 13C NMR spectroscopic study suggested that the epimerization likely occurred by way of a 1,2-carbon shift reaction mechanism.

Graphical abstract: One-pot conversion of cellobiose to mannose using a hybrid phosphotungstic acid–cerium oxide catalyst

Supplementary files

Article information

Article type
Paper
Submitted
10 Feb 2015
Accepted
16 Mar 2015
First published
17 Mar 2015
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2015,5, 28478-28486

Author version available

One-pot conversion of cellobiose to mannose using a hybrid phosphotungstic acid–cerium oxide catalyst

Z. C. Gernhart, A. Bhalkikar, J. J. Burke, K. O. Sonnenfeld, C. M. Marin, R. Zbasnik and C. L. Cheung, RSC Adv., 2015, 5, 28478 DOI: 10.1039/C5RA02645H

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