2-Phenylpyridine
 | |
| Names | |
|---|---|
| IUPAC name
2-Phenylpyridine | |
| Other names
2-Azabiphenyl | |
| Identifiers | |
| 1008-89-5 | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 13286 |
| ECHA InfoCard | 100.012.512 |
| EC Number | 213-763-1 |
| MeSH | C058324 |
| PubChem | 13887 |
| UNII | 2Y6S09838Q  |
| |
| |
| Properties | |
| C11H9N | |
| Molar mass | 155.20 g·mol−1 |
| Appearance | Colorless oil |
| Density | 1.086 g/mL |
| Boiling point | 268–270 °C (514–518 °F; 541–543 K) |
| Low | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
2-Phenylpyridine is an organic compound with the formula C6H5C5H4N. It is a colourless viscous liquid. The compound and related derivatives have attracted interest as precursors to highly fluorescent metal complexes of possible value as organic light emitting diodes (OLEDs).[1]
The compound is prepared by the reaction of phenyl lithium with pyridine:[2]
- C6H5Li + C5H5N → C6H5-C5H4N + LiH
The reaction of iridium trichloride with 2-phenylpyridine proceeds via cyclometallation to give the chloride-bridged complex:[3]
- 4 C6H5-C5H4N + 2 IrCl3(H2O)3 → Ir2Cl2(C6H4-C5H4N)4 + 4 HCl
This complex can be converted to the pictured tris(cyclometallated) derivative.
_Schematic.png)
Structure of Ir(C6H4-C5H4N)3
References
- ↑ Zhou, Guijiang; Wong, Wai-Yeung; Yang, Xiaolong "New Design Tactics in OLEDs Using Functionalized 2-Phenylpyridine-Type Cyclometalates of Iridium(III) and Platinum(II)" Chemistry - An Asian Journal (2011), 6(7), 1706-1727. doi:10.1002/asia.201000928
- ↑ Evans, J. C. W.; Allen, C. F. H. "2-Phenylpyridine" Organic Syntheses (1938), vol. 18, p. 70. doi:10.15227/orgsyn.018.0070
- ↑ Lamansky, S., Djurovich, P., Murphy, D., Abdel-Razzaq, F., Kwong, R., Tsyba, I., Bortz, M., Mui, B., Bau, R., Thompson, M. E., "Synthesis and Characterization of Phosphorescent Cyclometalated Iridium Complexes", Inorganic Chemistry 2001, 40, 1704. doi:10.1021/ic0008969
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