Tricyclohexylphosphine

Tricyclohexylphosphine
IUPAC name

tricyclohexylphosphane
Other names

tricyclohexylphosphine
P(Cy)3
PCy3
Identifiers
CAS number 2622-14-2
Jmol-3D images Image 1
Properties
Molecular formula C18H33P
Molar mass 280.43 g mol−1
Melting point

82 °C
Hazards
Main hazards toxic
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tricyclohexylphosphine is the tertiary phosphine with the formula P(C6H11)3. Commonly used as a ligand in organometallic chemistry, it is often abbreviated to PCy3, where Cy stands for cyclohexyl. It is characterized by both high basicity (pKa = 9.7) and a large ligand cone angle.[1]

Important compounds containing P(Cy)3 ligands include the 2005 Nobel Prize-winning Grubbs' catalyst and the homogeneous hydrogenation catalyst Crabtree's catalyst.

References

  1. ^ R. C. Bush and R. J. Angelici (1988). "Phosphine basicities as determined by enthalpies of protonation". Inorg. Chem. 27 (4): 681–686. doi:10.1021/ic00277a022.