Tricyclohexylphosphine
| Structural formula | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
|||||||||||||||||||
| General | |||||||||||||||||||
| Surname | Tricyclohexylphosphine | ||||||||||||||||||
| other names |
PCy 3 |
||||||||||||||||||
| Molecular formula | C 18 H 33 P | ||||||||||||||||||
| Brief description |
colorless solid |
||||||||||||||||||
| External identifiers / databases | |||||||||||||||||||
|
|||||||||||||||||||
| properties | |||||||||||||||||||
| Molar mass | 280.43 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
||||||||||||||||||
| Melting point |
81-83 ° C |
||||||||||||||||||
| safety instructions | |||||||||||||||||||
|
|||||||||||||||||||
| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
Tricyclohexylphosphine is a tertiary phosphine with the formula P (C 6 H 11 ) 3 . It is often used as a ligand in organometallic chemistry and is abbreviated as PCy 3 . Cy stands for the cyclohexyl substituents. It is characterized by a high basicity (p K a = 9.7) and a large ligand cone angle (170 °).
Important complexes that carry PCy 3 ligands are the Grubbs catalysts used in olefin methathesis ( Nobel Prize : 2005) and the Crabtree catalyst used in homogeneous hydrogenations .
First generation Grubbs catalyst
Crabtree catalyst
Individual evidence
- ↑ a b c d Datasheet Tricyclohexylphosphine from Sigma-Aldrich , accessed on December 14, 2019 ( PDF ).
- ^ CA Streuli: Determination of Basicity of Substituted Phosphines by Nonaqueous Titrimetry . In: Analytical Chemistry . tape 32 , no. 8 , July 1960, p. 985-987 , doi : 10.1021 / ac60164a027 .
- ↑ Russell C. Bush, Robert J. Angelici: Phosphine basicities as determined by enthalpies of protonation . In: Inorganic Chemistry . tape 27 , no. 4 , February 1988, p. 681-686 , doi : 10.1021 / ic00277a022 .
- ↑ A. Immirzi, A. Musco: A method to measure the size of phosphorus ligands in coordination complexes . In: Inorganica Chimica Acta . tape January 25 , 1977, p. L41-L42 , doi : 10.1016 / S0020-1693 (00) 95635-4 .