Chemistry:Tris(2-phenylpyridine)iridium
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| Names | |
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| Other names
tris(2-phenylpyridine)iridium, Tris[2-(2-pyridinyl)phenyl]iridium, Tris[2-(2-pyridinyl)phenyl-C,N]iridium
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| Identifiers | |
| ChemSpider | |
PubChem CID
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| Properties | |
| C33H24IrN3 | |
| Molar mass | 654.793 g·mol−1 |
| Appearance | yellow-green solid |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tris(2-phenylpyridine)iridium, abbreviated [Ir(ppy)3] is the organoiridium complex with the formula Ir(C6H4-C5H4N)3. The complex, a yellow-green solid, is a derivative of Ir3+ bound to three monoanionic 2-pyridinylphenyl ligands. It is electroluminescent, emitting green light. The complex is observed with the facial stereochemistry, which is chiral.
The complex is prepared by cyclometalation reactions of 2-phenylpyridine and iridium trichloride, as represented by this idealized equation:[1][2]
- IrCl3 + 3 C6H5-C5H4N → Ir(C6H4-C5H4N)3 + 3 HCl
The complex and many analogues have been investigated for application in photoredox catalysis. Its excited state has a reduction potential of −2.14 V, nearly 1 V more negative than the reduction potential of excited [Ru(bipy)3]2+.[3]
References
- ↑ Lamansky, Sergey; Djurovich, Peter; Murphy, Drew; Abdel-Razzaq, Feras; Kwong, Raymond; Tsyba, Irina; Bortz, Manfred; Mui, Becky et al. (2001). "Synthesis and Characterization of Phosphorescent Cyclometalated Iridium Complexes". Inorganic Chemistry 40 (7): 1704–1711. doi:10.1021/ic0008969. PMID 11261983.
- ↑ Dedeian, K.; Djurovich, P. I.; Garces, F. O.; Carlson, G.; Watts, R. J. (1991). "A new synthetic route to the preparation of a series of strong photoreducing agents: Fac-tris-ortho-metalated complexes of iridium(III) with substituted 2-phenylpyridines". Inorganic Chemistry 30 (8): 1685–1687. doi:10.1021/ic00008a003.
- ↑ Koike, Takashi; Akita, Munetaka (2016). "Fine Design of Photoredox Systems for Catalytic Fluoromethylation of Carbon–Carbon Multiple Bonds". Accounts of Chemical Research 49 (9): 1937–1945. doi:10.1021/acs.accounts.6b00268. PMID 27564676.
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