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Reversible ionically-crosslinked single chain nanoparticles as bioinspired and recyclable nanoreactors for N -heterocyclic carbene organocatalysis

dc.rights.licenseopen
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorGARMENDIA, Sofiem
hal.structure.identifierUniversity of Birmingham [Birmingham]
dc.contributor.authorDOVE, Andrew
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorTATON, Daniel
hal.structure.identifierUniversity of Birmingham [Birmingham]
dc.contributor.authorO'REILLY, Rachel
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2018
dc.identifier.issn1759-9954
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/19956
dc.description.abstractEnThe intrinsic advantages of poly(ionic liquid)s (PILs), based on their high chemical activity and flexible structure, have been harnessed by exploring their applicability as catalytic single chain nanoparticles (SCNPs). A non-covalent bioinspired approach has been established to ionically crosslink an imidazolium-based poly(ionic liquid) to form folded SCNPs. An amphiphilic styrenic-type coPIL was synthesized by reversible addition fragmentation chain transfer (RAFT) to include hydrophilic stabilizer units, hydrophobic spacers and two antagonist functionalities randomly distributed through the polymer backbone. The antagonist functionalities were then intramolecularly and ionically crosslinked using a simple anion metathesis reaction, which resulted in folding to form the SCNPs under mild conditions. The folding process enabled the protection of the N-heterocyclic carbene (NHC) functionality, through the benzoate–imidazolium interaction between antagonist monomer units. Upon the application of heat, free NHCs could be generated within the confined SCNPs, which could be further utilized in benzoin catalysis. Most importantly, the reversible nature of the crosslinking and reversible generation of the active functionality allowed for the utilization of the SCNPs as a recyclable catalytic support.
dc.language.isoen
dc.publisherRoyal Society of Chemistry - RSC
dc.rights.urihttp://creativecommons.org/licenses/by/
dc.title.enReversible ionically-crosslinked single chain nanoparticles as bioinspired and recyclable nanoreactors for N -heterocyclic carbene organocatalysis
dc.typeArticle de revue
dc.identifier.doi10.1039/C8PY01293H
dc.subject.halChimie
dc.subject.halChimie/Polymères
dc.description.sponsorshipEuropeEuropean Joint Doctorate in Organocatalysis and Sustainable Polymers
bordeaux.journalPolymer Chemistry
bordeaux.page5286 - 5294
bordeaux.volume9
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue43
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-01919786
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-01919786v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Polymer%20Chemistry&rft.date=2018&rft.volume=9&rft.issue=43&rft.spage=5286%20-%205294&rft.epage=5286%20-%205294&rft.eissn=1759-9954&rft.issn=1759-9954&rft.au=GARMENDIA,%20Sofiem&DOVE,%20Andrew&TATON,%20Daniel&O'REILLY,%20Rachel&rft.genre=article


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