The Intermediates in Lewis Acid Catalysis with Lanthanide Triflates

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dc.contributor.authorTripodi G.L.
dc.contributor.authorCorrera T.C.
dc.contributor.authorAngolini C.F.F.
dc.contributor.authorFerreira B.R.V.
dc.contributor.authorMaitre P.
dc.contributor.authorEberlin M.N.
dc.contributor.authorRoithova J.
dc.date.accessioned2024-03-12T23:52:46Z
dc.date.available2024-03-12T23:52:46Z
dc.date.issued2019
dc.description.abstract© 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.Lanthanide triflates are effective Lewis acid catalysts in reactions involving carbonyl compounds due to their high oxophilicity and water stability. Despite the growing interest, the identity of the catalytic species formed in lanthanide catalysed reactions is still unknown. We have therefore used mass spectrometry and ion spectroscopy to intercept and characterize the intermediates in a reaction catalysed by ytterbium and dysprosium triflates. We were able to identify a number of lanthanide intermediates formed in a simple condensation reaction between a C-acid and an aldehyde. Results show correlation between the reactivity of lanthanide complexes and their charge state and suggest that the triply charged complexes play a key role in lanthanide catalysed reactions. Spectroscopic data of the gaseous ions accompanied by theoretical calculations reveal that the difference between catalytic efficiencies of ytterbium and dysprosium ions can be explained by their different electrophilicity.
dc.description.firstpage3560
dc.description.issuenumber22
dc.description.lastpage3566
dc.description.volume2019
dc.identifier.doi10.1002/ejoc.201900171
dc.identifier.issn1099-0690
dc.identifier.urihttps://dspace.mackenzie.br/handle/10899/35246
dc.relation.ispartofEuropean Journal of Organic Chemistry
dc.rightsAcesso Aberto
dc.subject.otherlanguageLanthanide triflates
dc.subject.otherlanguageLewis acid catalysis
dc.subject.otherlanguageReaction mechanisms
dc.subject.otherlanguageReactive intermediates
dc.subject.otherlanguageStructure elucidation
dc.titleThe Intermediates in Lewis Acid Catalysis with Lanthanide Triflates
dc.typeArtigo
local.scopus.citations14
local.scopus.eid2-s2.0-85066905533
local.scopus.updated2024-05-01
local.scopus.urlhttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85066905533&origin=inward
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