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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/55429
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dc.creatorJoão Victor Coelho Pimentapt_BR
dc.creatorAdão Aparecido Sabinopt_BR
dc.creatorRodinei Augustipt_BR
dc.date.accessioned2023-06-27T18:48:21Z-
dc.date.available2023-06-27T18:48:21Z-
dc.date.issued2021-
dc.citation.volume472pt_BR
dc.citation.spage116775pt_BR
dc.identifier.doihttps://doi.org/10.1016/j.ijms.2021.116775pt_BR
dc.identifier.issn1387-3806pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/55429-
dc.description.resumoPovarov multicomponent reaction (MCR) is an acid-catalyzed process that uses three distinct classes of reactants. i. e. an aldehyde, aniline, and activated alkene. We employ paper spray ionization mass spectrometry (PS-MS) as a convenient platform for investigating the on-surface Povarov reaction using the following suitable prototype starting reactants: the tag-charged aldehyde 1, 4-bromoaniline, 2,3-dihydrofuran, and formic acid. The PS(þ)-MS revealed, besides the formation of the Povarov product (a tetrahydroquinoline compound), the transitional imine. Moreover, the oxonium intermediate was also detected as the water and formic acid adducts. Other alkenes (2,3-dihydropyran and styrene), acid catalysts (acetic acid and p-sulfonic acid calix[4]arene), and aldehydes (4-nitrobenzaldehyde, 4-anisaldehyde, 4-methoxycinnamaldehyde, citronellal, and valeraldehyde) were employed to verify the reaction generality. We observed that styrene (an unactivated alkene), p-sulfonic acid calix [4] arene (an acid with a non-nucleophilic conjugated base), and aromatic aldehydes (4-nitrobenzaldehyde and 4-anisaldehyde) showed lower reactivity than the other reactants. In conclusion, an exciting possibility emerges as PS-MS can be widely employed to investigate similar on-surface organic reactions to verify the connections between the on-surface and condensed phase processes.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorpt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.relation.ispartofInternational Journal of Mass Spectrometrypt_BR
dc.rightsAcesso Restritopt_BR
dc.subjectPovarov reactionpt_BR
dc.subjectMass spectrometrypt_BR
dc.subjectOn-surface reactionspt_BR
dc.subjectPaper spray ionizationpt_BR
dc.subject.otherEspectrometria de massapt_BR
dc.subject.otherQuimica de superficiept_BR
dc.subject.otherRessonancia magnetica nuclearpt_BR
dc.subject.otherAldeídospt_BR
dc.subject.otherOlefinaspt_BR
dc.subject.otherQuímica orgânicapt_BR
dc.subject.otherMatéria condensadapt_BR
dc.titleOn-surface multicomponent Povarov reaction examined by paper spray mass spectrometrypt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://www.sciencedirect.com/science/article/pii/S1387380621002566pt_BR
dc.identifier.orcidhttps://orcid.org/0009-0008-2944-5536pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-1265-7694pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-9448-9518pt_BR
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