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A Highly Active Aqueous Olefin Metathesis Catalyst Bearing a Quaternary Ammonium Group
Author(s) -
Gułajski Łukasz,
Michrowska Anna,
Narożnik Joanna,
Kaczmarska Zuzanna,
Rupnicki Leszek,
Grela Karol
Publication year - 2008
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.200700111
Subject(s) - catalysis , enyne metathesis , ring opening metathesis polymerisation , chemistry , metathesis , reagent , organic chemistry , dichloromethane , acyclic diene metathesis , aqueous solution , ammonium , salt metathesis reaction , solvent , polymerization , polymer
A polar olefin metathesis catalyst that bears a quaternary ammonium group was prepared from commercially available reagents. The electron‐withdrawing quaternary ammonium group not only activates the Ru catalyst electronically but at the same time makes the catalyst more hydrophilic. The catalyst can therefore be efficiently used both in traditional media, such as dichloromethane and toluene, as well as in technical‐grade alcohols, alcohol–water mixtures and in neat water. Various metathesis reactions, including ring‐closing, cross‐ and enyne metathesis, were conducted in these solvents in the presence of air. In addition, the Ru catalyst can act as an inisurf (initiator and surfactant) molecule, promoting metathesis under heterogeneous aqueous conditions.