Base-Assisted Conversion of Protonated d-Fructose to 5-HMF: Searching for Gas-Phase Green Models.
ChemistryOpen
; 8(9): 1190-1198, 2019 Sep.
Article
em En
| MEDLINE
| ID: mdl-31508268
ABSTRACT
A gas-phase investigation of the d-fructose dehydration reaction in the presence of base has been performed by the joint application of mass spectrometric techniques and theoretical calculations. Protonated addition products of d-fructose and base were generated in the gas phase by electrospray ionization using several bases of different proton affinity. The intermediates, products and decomposition channels were investigated by ion trap mass spectrometry. Electronic structure calculations allowed the identification of the ionic intermediates and products of a selected system containing NH3, helping to rationalize the observed reaction pathways. The obtained results show that the final product, the protonated 5-hydroxymethyl-2-furaldheyde [5-HMF]H+, is better formed using selected bases and only if these remain clustered until the end of the dehydration process.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
ChemistryOpen
Ano de publicação:
2019
Tipo de documento:
Article