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Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C 6 H 5) 3 and often abbreviated to P Ph 3 or Ph 3 P. It is versatile compound that is widely used as a reagent in organic synthesis and as a ligand for transition metal complexes, including ones that serve as catalysts in organometallic chemistry.
Skeletal formula of a generic diphosphine ligand. R represents a side chain.The phosphine donors are connected by a backbone linker. Diphosphines, sometimes called bisphosphanes, are organophosphorus compounds most commonly used as bidentate phosphine ligands in inorganic and organometallic chemistry.
The metal–ligand bond can be further stabilised by a formal donation of electron density back to the ligand in a process known as back-bonding. In this case a filled, central-atom-based orbital donates density into the LUMO of the (coordinated) ligand. Carbon monoxide is the preeminent example a ligand that engages metals via back-donation.
The four phosphorus atoms are at the corners of a tetrahedron surrounding the palladium(0) center. This structure is typical for four-coordinate 18 e − complexes. [2] The corresponding complexes Ni(PPh 3) 4 and Pt(PPh 3) 4 are also well known.
In coordination chemistry, a bridging ligand is a ligand that connects two or more atoms, usually metal ions. [1] The ligand may be atomic or polyatomic. Virtually all complex organic compounds can serve as bridging ligands, so the term is usually restricted to small ligands such as pseudohalides or to ligands that are specifically designed to ...
Wilkinson's catalyst is usually obtained by treating rhodium(III) chloride hydrate with an excess of triphenylphosphine in refluxing ethanol. [9] [10] [1] Triphenylphosphine serves as both a ligand and a two-electron reducing agent that oxidizes itself from oxidation state (III) to (V).
The title complex can be prepared by reaction of triiron dodecacarbonyl with excess triphenylphosphine: [1]. Fe 3 (CO) 12 + 6 P(C 6 H 5) 3 → 3 Fe(CO) 3 (P(C 6 H 5) 3) 2 + 3 CO ...
By changing the ligand to, e.g., P(O-iPr) 3 the selectivity can be improved significantly. [8] In addition, Lipshutz et al., have shown that the addition of a bidentate, achiral bis-phosphine ligand on the Cu center can lead to substrate-to-ligand ratios typically on the order of 1000−10000:1 can be used to afford products in high yields.