9b-Phosphaphenalene
| Names | |
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| IUPAC name
Phosphorino[2,1,6-de]phosphinolizine
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| Other names
Phosphaphenalene
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| Identifiers | |
3D model (JSmol)
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CompTox Dashboard (EPA)
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| Properties | |
| C12H9P | |
| Molar mass | 184.178 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Phosphaphenalenes are a class of heterocyclic aromatic compounds containing phosphorus, related to phenalene.[1] Phosphaphenalene can exist in a number of isomers depending on where in the conjugated aromatic ring system the phosphorus atom is placed. The aromatic phosphorus atom in these molecules has unusual properties, in particular changing its affinity as an electron acceptor when exposed to certain wavelengths of light. This makes phosphaphenalenes useful in optoelectronic applications such as temperature-dependent luminescence and electrochromism (reversibly changes colour when electricity is applied).[2][3]
References
- ↑ Trujillo C, Sánchez-Sanz G, Alkorta I, Elguero J (April 2017). "An insight on the aromatic changes in closed shell icosagen, tetrel, and pnictogen phenalenyl derivatives". Structural Chemistry. 28 (2): 345–355. doi:10.1007/s11224-016-0882-y.
- ↑ Hindenberg P, Romero-Nieto C. Phosphaphenalenes: An Evolution of the Phosphorus Heterocycles. Synlett 27.16 (2016): 2293-2300.
- ↑ Romero‐Nieto C, et al. Paving the Way to Novel Phosphorus‐Based Architectures: A Noncatalyzed Protocol to Access Six‐Membered Heterocycles." Angewandte Chemie International Edition 54.52 (2015): 15872-15875. doi: 10.1002/anie.201507960
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