Please use this identifier to cite or link to this item: http://hdl.handle.net/10773/19863
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dc.contributor.authorFerreira, Ruipt
dc.contributor.authorGarcia, Helgapt
dc.contributor.authorSousa, Andreia F.pt
dc.contributor.authorGuerreiro, Marinapt
dc.contributor.authorDuarte, Filipe J. S.pt
dc.contributor.authorFreire, Carmen S. R.pt
dc.contributor.authorCalhorda, Maria Josept
dc.contributor.authorSilvestre, Armando J. D.pt
dc.contributor.authorKunz, Wernerpt
dc.contributor.authorRebelo, Luis Paulo N.pt
dc.contributor.authorPereira, Cristina Silvapt
dc.date.accessioned2017-12-07T19:27:25Z-
dc.date.available2017-12-07T19:27:25Z-
dc.date.issued2014pt
dc.identifier.issn2046-2069pt
dc.identifier.urihttp://hdl.handle.net/10773/19863-
dc.description.abstractDisruption of the three-dimensional network of suberin in cork by cholinium hexanoate leads to its efficient and selective isolation. The reaction mechanism, which likely involves selective cleavage of some inter-monomeric bonds in suberin, was still unanswered. To address this question, the role of the ionic liquid during suberin depolymerisation and during cleavage of standard compounds carrying key chemical functionalities was herein investigated. A clear demonstration that the ionic liquid catalyses the hydrolysis of acylglycerol ester bonds was attained herein, both experimentally and computationally (DFT calculations). This behaviour is related to cholinium hexanoate capacity to activate the nucleophilic attack of water. The data showed also that the most favourable reaction is the hydrolysis of acylglycerol ester bonds, with the C2 position reporting the faster kinetics, whilst most of the linear aliphatic esters remained intact. The study emphasises that the ionic liquid plays the dual role of solvent and catalyst and leads to suberin efficient extraction through a mild depolymerisation. It is also one of the few reports of ionic liquids as efficient catalysts in the hydrolysis of esters.pt
dc.language.isoengpt
dc.publisherROYAL SOC CHEMISTRYpt
dc.relationinfo:eu-repo/grantAgreement/FCT/COMPETE/132936/PTpt
dc.rightsopenAccesspor
dc.subjectBIRCH OUTER BARKpt
dc.subjectCORK SUBERINpt
dc.subjectPOTATO-TUBERpt
dc.subjectSTRUCTURAL-CHARACTERIZATIONpt
dc.subjectQUERCUS-SUBERpt
dc.subjectFERULIC ACIDpt
dc.subjectCELL-WALLpt
dc.subjectCUTINpt
dc.subjectPOLYESTERpt
dc.subjectBIOSYNTHESISpt
dc.titleUnveiling the dual role of the cholinium hexanoate ionic liquid as solvent and catalyst in suberin depolymerisationpt
dc.typearticlept
dc.peerreviewedyespt
ua.distributioninternationalpt
degois.publication.firstPage2993pt
degois.publication.issue6pt
degois.publication.lastPage3002pt
degois.publication.titleRSC ADVANCESpt
degois.publication.volume4pt
dc.relation.publisherversion10.1039/c3ra45910apt
dc.identifier.doi10.1039/c3ra45910apt
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