학술논문

Substrate and product role in the Shvo's catalyzed selective hydrogenation of the platform bio-based chemical 5-hydroxymethylfurfural.
Document Type
Article
Source
Dalton Transactions: An International Journal of Inorganic Chemistry. 2014, Vol. 43 Issue 26, p10224-10234. 11p.
Subject
*HYDROXYMETHYLFURFURAL
*HYDROGENATION
*RUTHENIUM catalysts
*COMPUTATIONAL chemistry
CATALYSTS recycling
Language
ISSN
1477-9226
Abstract
The bio-based substrate and target product 2,5-bishydroxymethylfuran (BHMF) demonstrated to influence the reaction kinetics in the homogeneous reduction of 5-hydroxymethylfurfural (HMF) catalyzed by the Ru-based Shvo's catalyst. A combined experimental and computational study supports an important role of the -CH2OH moiety which may be involved in the catalytic cycle toward the formation of different intermediates from HMF and BHMF. The reaction is selective and leads to quantitative formation of BHMF working under mild conditions. Furthermore, an optimized recycling procedure which avoids the use of water, allows recover and reuse of the catalyst without loss of activity. The mechanistic insights from this work may be extended to provide a general description of the chemistry of the Shvo's catalyst feeding further bio-based molecules. [ABSTRACT FROM AUTHOR]