P-sulfonic acid calix[4]arene: a highly efficient organocatalyst for dehydration of fructose to 5-hydroxymethylfurfural

dc.creatorSarah de Paiva Silva Pereira
dc.creatorJodieh Oliveira Santana Varejão
dc.creatorÂngelo de Fátima
dc.creatorSergio Antonio Fernandes
dc.date.accessioned2024-10-04T18:55:31Z
dc.date.accessioned2025-09-09T00:05:56Z
dc.date.available2024-10-04T18:55:31Z
dc.date.issued2019
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
dc.description.sponsorshipOutra Agência
dc.identifier.doihttps://doi.org/10.1016/j.indcrop.2019.111492
dc.identifier.issn0926-6690
dc.identifier.urihttps://hdl.handle.net/1843/77236
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofIndustrial Crops and Products
dc.rightsAcesso Restrito
dc.subjectQuímica
dc.subjectFrutose
dc.subjectCalixarenos
dc.subjectBiomassa
dc.subjectSíntese orgânica
dc.subjectEspectroscopia de ressonância nuclear
dc.subjectMicroondas
dc.subject.otherFructose
dc.subject.other5-Hydroxymethylfurfural
dc.subject.otherOrganocatalyst
dc.subject.otherCalixarenes
dc.subject.otherBiorefinery
dc.titleP-sulfonic acid calix[4]arene: a highly efficient organocatalyst for dehydration of fructose to 5-hydroxymethylfurfural
dc.typeArtigo de periódico
local.citation.spage111492
local.citation.volume138
local.description.resumoBiomass is an attractive renewable source of carbon since it has a huge potential as a substituent of the scarce fossil fuels and has been widely exploited to obtain important chemicals such as 5-hydroxymethylfurfural (HMF). Fructose, one of the main components of biomass, has been widely explored as precursor for obtaining HMF. Several efforts have been expended in the search for efficient and reproducible methodologies for the synthesis of HMF, a chemical platform important in the production of fuels and other value-added chemicals. In this work, the organocatalyst p-sulfonic acid calix[4]arene (CX4SO3H) was for the first time employed as a catalyst for fructose dehydration reaction to produce HMF. Various parameters such as temperature, reaction time, catalyst load, fructose concentration and catalytic efficiency of other Brønsted acids were investigated. 1H NMR spectroscopy was successfully used as qualitative and quantitative method in all steps of optimization. Using only 1 mol% of CX4SO3H as the catalyst (DMSO-i-PrOH 20% V/V, 140 °C, 50 mg mL−1 of fructose), 92% yield HMF could be obtained in a relatively short time (45 min). Thus, the present work was able to produce HMF from fructose with high efficiency and metal-free conditions.
local.identifier.orcidhttps://orcid.org/0000-0001-8483-8297
local.identifier.orcidhttps://orcid.org/0000-0002-3898-5808
local.identifier.orcidhttps://orcid.org/0000-0003-2344-5590
local.identifier.orcidhttps://orcid.org/0000-0003-3054-3316
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/pii/S0926669019305047

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