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A novel catalytic route to 2-bicyclo[2.2.1]hept-2-ylidenebicyclo[2.2.1]-heptane involving C-H bond activation of bicyclo[2.2.1]hept-2-ene.
Autorzy
Rok wydania
2005
Czasopismo
Journal of Molecular Catalysis A-Chemical
Numer woluminu
226
Strony
259-262
DOI
10.1016/j.molcata.2004.10.040
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The tungsten(II) carbonyl compound (CO)4W(μ-Cl)3W(SnCl3)(CO)3 has been found to be a very effective catalyst for dimerization reaction of bicyclo[2.2.1]hept-2-ene to 2-bicyclo[2.2.1]hept-2-ylidenebicyclo[2.2.1]-heptane conducted in dichloromethane solution at room temperature. A very labile η2-norbornene complex of tungsten(II) has been shown to be formed on the pathway to the catalytically active species. A mechanism involving CH bond activation of the η2-norbornene ligand and the formation of metallacarbene is proposed to explain those results. In addition, it has been determined that other products, such as cyclotrimers and the ring opening metathesis polymerization (ROMP) polymer of norbornene can be formed in amounts depending upon the catalyst-to-norbornene molar ratio. The reaction products are identified by means of chromatography (GC–MS) and 1H and 13C NMR spectroscopy.
Słowa kluczowe
Norbornene, Dimerization, Tungsten catalyst, Metallacarbene, C H bond activation
Adres publiczny
http://doi.org/10.1016/j.molcata.2004.10.040
Strona internetowa wydawcy
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