1,3-Bis(diphenylphosphino)propane
1,3-Bis(diphenylphosphino)propane
Chemical compound
1,3-Bis(diphenylphosphino)propane (dppp) is an organophosphorus compound with the formula Ph2P(CH2)3PPh2. The compound is a white solid that is soluble in organic solvents. It is slightly air-sensitive, degrading in air to the phosphine oxide. It is classified as a diphosphine ligand in coordination chemistry and homogeneous catalysis.
The diphosphine can be prepared by the reaction of lithium diphenylphosphide and 1,3-dichloropropane (Ph = C6H5):
- 2 Ph2PLi + Cl(CH2)3Cl → Ph2P(CH2)3PPh2 + 2 LiCl
However, it can be synthesised via a much more controllable (and cheaper) route, via metal-halogen exchange and then metathesis:
- Br(CH2)3Br + 2 tBuLi → Li(CH2)3Li + 2 tBuBr
- Li(CH2)3Li + 2 PCl3 → Cl2P(CH2)3PCl2 + 2 LiCl
- Cl2P(CH2)3PCl2 + 4 PhLi → Ph2P(CH2)3PPh2 + 4 LiCl