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N,N ′‐Dialkyl‐ and N ‐Alkyl‐ N ‐mesityl‐Substituted N ‐Heterocyclic Carbenes as Ligands in Grubbs Catalysts
Author(s) -
Ledoux Nele,
Allaert Bart,
Pattyn Siegfried,
Mierde Hans Vander,
Vercaemst Carl,
Verpoort Francis
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200600064
Subject(s) - romp , carbene , metathesis , chemistry , moiety , acyclic diene metathesis , phosphine , ring opening metathesis polymerisation , grubbs' catalyst , ligand (biochemistry) , catalysis , salt metathesis reaction , side chain , medicinal chemistry , polymer chemistry , stereochemistry , organic chemistry , polymerization , biochemistry , receptor , polymer
Various symmetrically and asymmetrically substituted N ‐heterocyclic carbene (NHC) ligands bearing aliphatic nitrogen‐containing side groups have been synthesised. In our attempts to isolate the corresponding second‐generation Grubbs catalysts, we were unsuccessful when using the symmetrical aliphatic NHC ligands. For the asymmetrical ligands bearing an aliphatic moiety on one side and an aromatic mesityl group on the other side, substitution of a phosphine ligand was achieved. The performance of a so‐formed series of Ru‐based metathesis initiators has been evaluated for the ring‐opening metathesis polymerisation (ROMP) of cycloocta‐1,5‐diene and the ring‐closing metathesis (RCM) of diethyl diallylmalonate.