1stGeneration Hoveyda Catalyst1
(PCy3 = tricyclohexylphosphine)
– CAS#: [203714-71-0]
– FW: 600.61
– Color: Brown
– Initiation temperature: >0 °C
|CM2||-Synthesis of 1,2-disubstituted olefins from terminal olefins
-Ethenolysis of internal olefins to make terminal olefins
|-Formation of trisubstituted olefins
|RCM||-Synthesis of 1,2-disubstituted olefins
-Typically forms the kinetic E/Z ratio
This catalyst is commonly known as the 1st Generation Hoveyda (or Hoveyda-Grubbs) Catalyst. Generally, its activity is similar to that of the 1st Generation Grubbs Catalyst. This catalyst tends to be more stable than the bisphosphine Grubbs 1st Generation Catalyst in high temperature RCM reactions, and accordingly has found use in macrocyclization reactions to form disubstituted olefins.
1 Kingsbury, J. S.; Harrity, J. P. A.; Bonitatebus P. J. Jr.; Hoveyda, A H. J. Am. Chem. Soc., 1999, 121, 791.
2 Chatterjee, A. K.; Choi, T.-L.; Sanders, D. P.; Grubbs, R. H. J. Am. Chem. Soc., 2003, 125, 11360.
CM – Cross Metathesis
RCM – Ring Closing Metathesis
ROMP – Ring Opening Metathesis Polymerization