Ruthenium carbene complexes with N,N '-bis(mesityl) imidazol-2-ylidene ligands: RCM catalysts of extended scope

Citation
A. Furstner et al., Ruthenium carbene complexes with N,N '-bis(mesityl) imidazol-2-ylidene ligands: RCM catalysts of extended scope, J ORG CHEM, 65(7), 2000, pp. 2204-2207
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
7
Year of publication
2000
Pages
2204 - 2207
Database
ISI
SICI code
0022-3263(20000407)65:7<2204:RCCWN'>2.0.ZU;2-P
Abstract
The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands con stitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carb ene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in tolue ne, although this solvent also leads to an increased tendency of the cataly st to isomerize the double bonds of the substrates.