168097-44-7

Basic information

• Product Name: trans-iodo(2-furyl)bis(triphenylphosphine)palladium(II)
• Synonyms: trans-iodo(2-furyl)bis(triphenylphosphine)palladium(II)
• CAS NO: 168097-44-7
• Molecular Weight: 824.973
• Mol File: 168097-44-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: trans-iodo(2-furyl)bis(triphenylphosphine)palladium(II)(CAS DataBase Reference)
• NIST Chemistry Reference: trans-iodo(2-furyl)bis(triphenylphosphine)palladium(II)(168097-44-7)
• EPA Substance Registry System: trans-iodo(2-furyl)bis(triphenylphosphine)palladium(II)(168097-44-7)

Safety Data

• Hazardous Substances Data: 168097-44-7(Hazardous Substances Data)

Upstream product

• 54829-48-0 2-iodofuran 
• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 

Relevant articles and documents

Methyl/phenyl exchange between palladium and a phosphine ligand. Consequences for catalytic coupling reactions

The methyl ligand of trans-CH3Pd(PPh3)2I (1) exchanges with a phenyl from its PPh3 ligand, initially giving PhPd(PPh3)(PMePh2)I (4). The PMePh2 ligand of 4 then exchanges with a PPh3 of 1 to give CH3Pd(PPh3)-(PMePh2)I and with the PMePh2 ligand of more 4 to give PhPd(PPh3)2I and trans-PhPd(PMePh2)2I. The observed rate constant for the disappearance of 1 is about 7 × 10-5 s-1 at 75 °C. The rearrangement is irreversible, does not involve a free phosphonium cation, and does not require phosphine dissociation. The rearrangement competes with transmetalation when 1 is treated with tin reagents, leading to coupling products incorporating phenyls from PPh3. Relatively electropositive phosphine substituents seem reluctant to rearrange onto palladium.