Activation of carbonyl bonds by quaternary ammoniums and a (Na+:crown-ether) complex: investigation of the ring-opening polymerization of cyclic esters
| dc.rights.license | open | |
| hal.structure.identifier | Institut des Sciences Moléculaires [ISM] | |
| dc.contributor.author | THOMAS, Coralie | |
| hal.structure.identifier | Grenoble Institut des Neurosciences [GIN] | |
| dc.contributor.author | MILLET, Anne | |
| hal.structure.identifier | Laboratoire de Chimie des Polymères Organiques [LCPO] | |
| hal.structure.identifier | Team 1 LCPO : Polymerization Catalyses & Engineering | |
| dc.contributor.author | PERUCH, Frédéric
IDREF: 152900748 | |
| hal.structure.identifier | Institut des Sciences Moléculaires [ISM] | |
| dc.contributor.author | BIBAL, Brigitte | |
| dc.date.accessioned | 2020 | |
| dc.date.available | 2020 | |
| dc.date.issued | 2013 | |
| dc.identifier.issn | 1759-9954 | |
| dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/20391 | |
| dc.description.abstractEn | Quaternary ammoniums associated with bis(trifluoromethane) sulfonimide (NTf2) or tetrakis[3,5-bis-(trifluoromethyl)phenyl]borate (BARF) counterions were readily prepared from commercially available tertiary amine, amidine, guanidine and pyridine. As predicted by molecular modelling, these ammonium salts proved to be efficient multiple H-bond donor catalysts in the ring-opening polymerization of cyclic esters (lactide, delta-valerolactone and epsilon-caprolactone). In addition, a sodium(I) complex of [15-c-5] crown-ether paired with NTf2 or BARF was shown to activate the cyclic monomers through a cation-dipole interaction. These simple and non-protonated ionic structures appeared as attractive alternative organocatalysts to classical H-bond donors for the activation of carbonyl bonds. | |
| dc.language.iso | en | |
| dc.publisher | Royal Society of Chemistry - RSC | |
| dc.subject.en | L-LACTIDE | |
| dc.subject.en | ASYMMETRIC CATALYSIS | |
| dc.subject.en | ENANTIOSELECTIVE SYNTHESIS | |
| dc.subject.en | LIVING POLYMERIZATION | |
| dc.subject.en | EPSILON-CAPROLACTONE | |
| dc.subject.en | ORGANOCATALYSIS | |
| dc.subject.en | GUANIDINE | |
| dc.subject.en | SODIUM | |
| dc.subject.en | WATER | |
| dc.subject.en | TRIPHENYLENE | |
| dc.title.en | Activation of carbonyl bonds by quaternary ammoniums and a (Na+:crown-ether) complex: investigation of the ring-opening polymerization of cyclic esters | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1039/c3py00304c | |
| dc.subject.hal | Chimie/Polymères | |
| bordeaux.journal | Polymer Chemistry | |
| bordeaux.page | 3491-3498 | |
| bordeaux.volume | 4 | |
| bordeaux.hal.laboratories | Laboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629 | * |
| bordeaux.issue | 12 | |
| bordeaux.institution | Bordeaux INP | |
| bordeaux.institution | Université de Bordeaux | |
| bordeaux.peerReviewed | oui | |
| hal.identifier | hal-00932326 | |
| hal.version | 1 | |
| hal.origin.link | https://hal.archives-ouvertes.fr//hal-00932326v1 | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Polymer%20Chemistry&rft.date=2013&rft.volume=4&rft.issue=12&rft.spage=3491-3498&rft.epage=3491-3498&rft.eissn=1759-9954&rft.issn=1759-9954&rft.au=THOMAS,%20Coralie&MILLET,%20Anne&PERUCH,%20Fr%C3%A9d%C3%A9ric&BIBAL,%20Brigitte&rft.genre=article |
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