Activation of carbonyl bonds by quaternary ammoniums and a (Na+:crown-ether) complex: investigation of the ring-opening polymerization of cyclic esters
Literature Information
Anne Milet, Frédéric Peruch, Brigitte Bibal
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, δ-valerolactone and ε-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.
Related Literature
A modular ditopic crown-shielded phosphate ion-pair receptor
Patrick Gunning, Andrew C. Benniston, Robert D. Peacock
DOI: 10.1039/B409132A
Preparation of poly(3,4-ethylenedioxythiophene) (PEDOT) coated silica core–shell particles and PEDOT hollow particles
Moon Gyu Han, Stephen H. Foulger
DOI: 10.1039/B409396H
Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene: versatile synthons for synthesis of N-heterocyclic carbene complexes
Yoshitaka Yamaguchi, Taigo Kashiwabara, Kenichi Ogata, Yumiko Miura, Yoshiyuki Nakamura, Kimiko Kobayashi, Takashi Ito
DOI: 10.1039/B405459H
Room temperature photochromic liquid crystal [3H]-naphtho[2,1-b]pyrans—photochromism in the mesomorphic state
Michel Frigoli, Georg H. Mehl
DOI: 10.1039/B407561G
Synthesis and characterization of electron-rich nickel tris-carbene complexes‡
Xile Hu, Ingrid Castro-Rodriguez, Karsten Meyer
DOI: 10.1039/B409241D
Bundles of identical double-walled carbon nanotubes
J.-F. Colomer, L. Henrard, P. Launois, G. Van Tendeloo, A. A. Lucas, Ph. Lambin
DOI: 10.1039/B410930A
Stereoelective polymerization of d,l-lactide using N-heterocyclic carbene based compounds
Tryg R. Jensen, Laurie E. Breyfogle, Marc A. Hillmyer, William B. Tolman
DOI: 10.1039/B405362A
Unexpected oxidative C–C cleavage in the metallation of 2-substituted imidazolium salts to give N-heterocyclic carbene complexes
Anthony R. Chianese, Brian M. Zeglis, Robert H. Crabtree
DOI: 10.1039/B409672J
Fabrication and photoluminescence of chemically stable La2O3:Eu3+–La2Sn2O7 core–shell-structured nanoparticles
Eiji Hosono, Shinobu Fujihara
DOI: 10.1039/B408495K
Estimates of internal energies of vaporisation of some room temperature ionic liquids
Konrad Swiderski, Andrew McLean, Charles M. Gordon, D. Huw Vaughan
DOI: 10.1039/B408334B
You might also like
What is 1-(2,4,6-Trifluorophenyl)ethanol (CAS: 1250113-83-7)?
1-(2,4,6-Trifluorophenyl)ethanol is an organic compound with the CAS number 1250...
Is 1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) safe?
1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) is ...
What are the physical and chemical properties of (7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one (CAS: 51419-51-3)?
(7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one is a crystal...
What regulatory guidelines apply to rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3618-04-0)?
The compound rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3...
What is the market or research trend for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3)?
The market for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3) is cur...
What are the main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9)?
The main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9) include research in ...
What precautions should be taken when handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5)?
When handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5), i...
How is 5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) typically synthesized?
5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) can be synthesi...
Are there alternatives to 2,4,6-Trihydroxyisophthalaldehyde (CAS: 4396-13-8) in synthesis?
There are alternative reagents that can be used in the synthesis of 2,4,6-Trihyd...
What is (2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid (CAS: 179461-52-0)?
(2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid is a chemical compound wi...
Source Journal
Polymer Chemistry

Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.














