Activation of carbonyl bonds by quaternary ammoniums and a (Na+:crown-ether) complex: investigation of the ring-opening polymerization of cyclic esters
PERUCH, Frédéric
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
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Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
PERUCH, Frédéric
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
< Réduire
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Langue
en
Article de revue
Ce document a été publié dans
Polymer Chemistry. 2013, vol. 4, n° 12, p. 3491-3498
Royal Society of Chemistry - RSC
Résumé en anglais
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, ...Lire la suite >
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.< Réduire
Mots clés en anglais
L-LACTIDE
ASYMMETRIC CATALYSIS
ENANTIOSELECTIVE SYNTHESIS
LIVING POLYMERIZATION
EPSILON-CAPROLACTONE
ORGANOCATALYSIS
GUANIDINE
SODIUM
WATER
TRIPHENYLENE
Origine
Importé de halUnités de recherche