Article (Scientific journals)
New in situ generated ruthenium catalysts bearing N-heterocyclic carbene ligands for the ring-opening metathesis polymerization of cyclooctene
Delaude, Lionel; Szypa, Magdalena; Demonceau, Albert et al.
2002In Advanced Synthesis and Catalysis, 344 (6-7), p. 749-756
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Keywords :
N-heterocyclic carbene (NHC) ligands; homogeneous catalysis; metathesis; polymerization; ring-opening metathesis polymerization (ROMP); ruthenium
Abstract :
[en] New 1,3-diarylimidazol(in)ium chlorides bearing phenyl, 1-naphthyl, 4-biphenyl, 2-tolyl, 2,6-dimethylphenyl, and 3,5-dimethylphenyl substituents were synthesized. They were combined with [RuCl2 (p-cymene)](2) and potassium tert-butoxide or sodium hydride to generate the corresponding ruthenium-N-heterocyclic carbene complexes in situ. Catalyst precursors derived from imidazol(in)ium salts bearing the 2,4,6-trimethylphenyl (mesityl) and the 2,6-diisopropylphenyl groups were also prepared. The catalytic activity of all these species in the photoinduced ring-opening metathesis polymerization of cyclooctene was investigated. The C4-C5 double bond in the imidazole ring of the N-heterocyclic carbene ligands was not crucial to achieve high catalytic efficiencies. The presence or the absence of alkyl groups on the ortho positions of the phenyl rings had a more pronounced influence. Blocking all the ortho positions was a requisite for obtaining efficient catalysts. Failure to do so probably results in the ortho-metallation of the carbene ligand, thereby altering the coordination sphere of the ruthenium active centers.
Disciplines :
Chemistry
Author, co-author :
Delaude, Lionel  ;  Université de Liège - ULiège > Chimie macromoléculaire et catalyse organique
Szypa, Magdalena
Demonceau, Albert ;  Université de Liège - ULiège > Chimie macromoléculaire et catalyse organique
Noels, Alfred ;  Université de Liège - ULiège > Services généraux (Faculté des sciences) > Relations académiques et scientifiques (Sciences)
Language :
English
Title :
New in situ generated ruthenium catalysts bearing N-heterocyclic carbene ligands for the ring-opening metathesis polymerization of cyclooctene
Publication date :
2002
Journal title :
Advanced Synthesis and Catalysis
ISSN :
1615-4150
eISSN :
1615-4169
Publisher :
Wiley-VCH Verlag Gmbh, Weinheim, Germany
Volume :
344
Issue :
6-7
Pages :
749-756
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 26 June 2009

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