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Silver N-heterocyclic carbene complexes as initiators for bulk ring-opening polymerization (ROP) of l-lactides

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Title Silver N-heterocyclic carbene complexes as initiators for bulk ring-opening polymerization (ROP) of l-lactides
 
Creator SAMANTARAY, MANOJA K
KATIYAR, VIMAL
PANG, KELIANG
NANAVATI, HEMANT
GHOSH, PRASENJIT
 
Subject complexation
crystal structure
molecular weight
silver compounds
ring opening polymerization
 
Description Synthetic, structural and catalysis studies of two silver complexes namely, {[1-(2,4,6-trimethylphenyl)-3-(N-phenylacetamido)imidazol-2-ylidene]2Ag}+Cl− 1b, supported over an amido-functionalized N-heterocyclic carbene ligand, and [1-(i-propyl)-3-(benzyl)imidazol-2-ylidene]AgCl 2b, supported over a non-functionalized N-heterocyclic carbene ligand, are reported. Specifically, 1b, a cationic complex bearing 2:1 NHC ligand to metal ratio, was obtained from the reaction of 1-(2,4,6-trimethylphenyl)-3-(N-phenylacetamido)imidazolium chloride 1a with Ag2O in 52% yield. The corresponding 1a was synthesized by the alkylation reaction of 1-(2,4,6-trimethylphenylimidazole) with N-phenyl chloroacetamide in 73% yield. The other silver complex 2b, a neutral complex bearing 1:1 NHC ligand to metal ratio, was obtained from the reaction of 1-(i-propyl)-3-(benzyl)imidazolium chloride 2a with Ag2O in 42% yield. The 2a was synthesized by the alkylation reaction of 1-(i-propylimidazole) with benzyl chloride in 45% yield. The molecular structures of the imidazolium chloride, 1a, and the silver complexes, 1b and 2b, have been determined by X-ray diffraction studies. The silver complexes, 1b and 2b, successfully catalyze bulk ring-opening polymerization (ROP) of l-lactides at elevated temperatures under solvent-free melt conditions producing moderate to low molecular weight polylactide polymers having narrow molecular weight distributions.
 
Publisher Elsevier
 
Date 2009-03-09T07:40:24Z
2011-11-25T18:42:41Z
2011-12-26T13:06:51Z
2011-12-27T05:54:49Z
2009-03-09T07:40:24Z
2011-11-25T18:42:41Z
2011-12-26T13:06:51Z
2011-12-27T05:54:49Z
2007
 
Type Article
 
Identifier Journal of Organometallic Chemistry 692(8), 1672-1682
0022-328X
http://dx.doi.org/10.1016/j.jorganchem.2006.12.022
http://hdl.handle.net/10054/888
http://dspace.library.iitb.ac.in/xmlui/handle/10054/888
 
Language en