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How does Pd(OAc)2 react with phosphine ligands?
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M Byerly
How does Pd(OAc)2 react with phosphine ligands?
1) The phosphine is both ligand and reducing agent.
2) For di-tert-butylphosphine, it is too bulky to have normal coordination of four for palladium. bis(tert-butylphosphine) palladium (0) is stable and can be isolated. It is also commercially avalibale.
1) The phosphine is both ligand and reducing agent.
2) For di-tert-butylphosphine, it is too bulky to have normal coordination of four for palladium. bis(tert-butylphosphine) palladium (0) is stable and can be isolated. It is also commercially avalibale.
You're on the right track. Phosphine ligands will associate with the Pd(OAc)2 quite easily, since Pd2+ is electron deficient. They do sort of "kick off" the acetates through a type of ligand exchange - it's not a transmetallation since only one metal is involved. The mechanism I most commonly encounter is something like this:
You're on the right track. Phosphine ligands will associate with the Pd(OAc)2 quite easily, since Pd2+ is electron deficient. They do sort of "kick off" the acetates through a type of ligand exchange - it's not a transmetallation since only one metal is involved. The mechanism I most commonly encounter is something like this:
For example if the phosphine ligand was tritertbutyl phosphine, would this result in a hexadentate palladium complex? Meh...
Probably not It would be more likely tetrahedral (d10 configuration of paladium) and the tris(t-but)phosphine ligand is quite huge to form octahedral complex. btw hexadentate means that the ligand has 6 atoms which can form the bond with metal. (EDTA)
For example if the phosphine ligand was tritertbutyl phosphine, would this result in a hexadentate palladium complex? Meh...
Probably not It would be more likely tetrahedral (d10 configuration of paladium) and the tris(t-but)phosphine ligand is quite huge to form octahedral complex. btw hexadentate means that the ligand has 6 atoms which can form the bond with metal. (EDTA)
2) For di-tert-butylphosphine, it is too bulky to have normal coordination of four for palladium. bis(tert-butylphosphine) palladium (0) is stable and can be isolated. It is also commercially avalibale.
2) For di-tert-butylphosphine, it is too bulky to have normal coordination of four for palladium. bis(tert-butylphosphine) palladium (0) is stable and can be isolated. It is also commercially avalibale.
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Probably not It would be more likely tetrahedral (d10 configuration of paladium) and the tris(t-but)phosphine ligand is quite huge to form octahedral complex.
btw hexadentate means that the ligand has 6 atoms which can form the bond with metal. (EDTA)
Probably not It would be more likely tetrahedral (d10 configuration of paladium) and the tris(t-but)phosphine ligand is quite huge to form octahedral complex.
btw hexadentate means that the ligand has 6 atoms which can form the bond with metal. (EDTA)
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