Steric and Electronic Effects of Benzoferrocenyl Phosphine Ligands on Palladium-Catalyzed Allylic Alkylation and Suzuki Coupling Reactions
Document Type
Article
Publication Date
2008
Department
Department of Chemistry
Abstract
Five benzoferrocenyl phosphine ligands with the phosphorus atom attached to the 5-position of the benzoferrocene and some ligand-Mo(CO)5 complexes were prepared and fully characterized; the structure of one ligand was confirmed by X-ray crystallography. These ligands were applied in palladium-catalyzed allylic alkylation and Suzuki coupling of chlorobenzene with phenylboronic acid. Results were compared with those reported previously using ligands having the phosphorus atom attached to the 4-position of benzoferrocene. This structural modification resulted in an increase of activity of the ligands in allylic alkylation reaction but a decrease of activity in Suzuki coupling reactions. The underlying reasons are analyzed with the help of X-ray single crystal determined structures and CO stretching frequencies in the IR spectra of complexes between the ligands and Mo(CO)5.
Publication Title
The Open Organic Chemistry Journal
Recommended Citation
Thimmaiah, M.,
Luck, R.,
&
Fang, S.
(2008).
Steric and Electronic Effects of Benzoferrocenyl Phosphine Ligands on Palladium-Catalyzed Allylic Alkylation and Suzuki Coupling Reactions.
The Open Organic Chemistry Journal,
2, 1-9.
http://doi.org/10.2174/1874095200801020001
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/15055