1,3-Bis(diphenylphosphino)propane

1,3-Bis(diphenylphosphino)propane


IUPAC name Propane-1,3-diylbis(diphenylphosphane)
Identifiers
Abbreviations	DPPP
CAS number	6737-42-4^Y
PubChem	81219
ChemSpider	73276^Y
ChEMBL	CHEMBL73394^N
Jmol-3D images	Image 1 Image 2
SMILES P(c1ccccc1)(c2ccccc2)CCCP(c3ccccc3)c4ccccc4 c1ccc(cc1)P(CCCP(c2ccccc2)c3ccccc3)c4ccccc4
InChI InChI=1S/C27H26P2/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27/h1-12,14-21H,13,22-23H2^Y Key: LVEYOSJUKRVCCF-UHFFFAOYSA-N^Y InChI=1/C27H26P2/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27/h1-12,14-21H,13,22-23H2 Key: LVEYOSJUKRVCCF-UHFFFAOYAP
Properties
Molecular formula	C₂₇H₂₆P₂
Molar mass	412.44 g mol⁻¹
Appearance	white solid
Solubility in water	chlorocarbons
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,3-Bis(diphenylphosphino)propane (dppp) is a diphosphine often found as a ligand in coordination chemistry.

The diphosphine can be prepared by the reaction of lithium diphenylphosphide and 1,3-dichloropropane.

2 Ph₂PLi + C₃H₆Cl₂ → Ph₂PC₃H₆PPh₂ + 2 LiCl

The diphosphine is a precursor to the complex dichloro(1,3-bis(diphenylphosphino)propane)nickel, which is prepared by combining equimolar portions of the ligand and nickel(II) chloride hexahydrate. This nickel complex serves as a catalyst for the Kumada coupling reaction.^[1] Dppp is also used as a ligand for palladium(II) catalysts to co-polymerize carbon monoxide and ethylene to give polyketones.^[2]

References