Reduction of furfural by Mn/2,4,6‐Coll.HCl/H2O: Mechanistic aspects of this reaction

A simple, mild and safe reduction of furfural to furfuryl alcohol by the Mn/2,4,6‐Coll.HCl/H2O system is described. An experimental study on the role played by each of the reagents involved in this reduction and DFT calculations are reported. With the aim to provide an explanation for the results ob...

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Bibliographic Details
Published inApplied organometallic chemistry Vol. 33; no. 7
Main Authors Rosales Martínez, Antonio, Castro Rodríguez, María, Jaraíz, Martín, Enríquez, Lourdes, Díaz Ojeda, Emilio, Rodríguez Maecker, Roman Nicolay, Cordobés Carmona, Felipe, Pozo Morales, Laura
Format Journal Article
LanguageEnglish
Published Chichester Wiley Subscription Services, Inc 01.07.2019
Subjects
Chemical reduction
Chemistry
Furfural
Furfuryl alcohol
green chemistry
manganese
Reagents
reduction reaction
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Summary:A simple, mild and safe reduction of furfural to furfuryl alcohol by the Mn/2,4,6‐Coll.HCl/H2O system is described. An experimental study on the role played by each of the reagents involved in this reduction and DFT calculations are reported. With the aim to provide an explanation for the results obtained, a complete mechanism is proposed. The reduction of furfural to furfuryl alcohol is carried out for the first time by the Mn/2,4,6‐Coll.HCl/H2O system. New experimental observations and DFT calculations indicate that the reduction takes place via hydrolysis of a metallaoxirane intermediate.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.4948