Phosphabicyclononane-Containing Ru Complexes:  Efficient Pre-Catalysts for Olefin Metathesis Reactions

• Published in: Journal of organic chemistry Vol. 73; no. 1; pp. 259 - 263
• Main Authors: Boeda, Fabien, Clavier, Hervé, Jordaan, Margaritha, Meyer, Wolfgang H, Nolan, Steven P
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 04.01.2008
• Subjects: Alkenes - chemical synthesis; Alkenes - chemistry; Bridged Bicyclo Compounds - chemistry; Catalysis; Catalysts: preparations and properties; Chemistry; Cyclization; Exact sciences and technology; General and physical chemistry; Kinetics and mechanisms; Ligands; Molecular Structure; Organic chemistry; Organometallic Compounds - chemistry; Reactivity and mechanisms; Ruthenium - chemistry; Stereoisomerism; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; Time Factors; Catalytic reaction; Ligand; Metathesis; Transition metal; Transition metal Complexes; Screening; Olefin; Cyclization; Octenes; Platinoid Complexes; Platinoid; Catalyst activity; Catalyst; Ethylenic compound; Comparative study; Ruthenium complex
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo702169p

The catalytic performances of three Phosphabicyclononane (Phoban)-containing ruthenium-based pre-catalysts have been evaluated for metathesis transformations. A wide screening of substrates in ring-closing metathesis reactions reveals the greater efficiency of pre-catalyst 4. Comparison of the catalytic activities of 4 with Grubbs' first-generation pre-catalyst illustrates the key role of the Phoban ligand. Additionally, a comparative study of three Phoban-containing pre-catalysts has been conducted for the self-metathesis of 1-octene at low catalyst loading (25−100 ppm).