Optical and electroluminescent properties of 3,4,6-triphenyl-α-pyrone

Kin, Zenken; Kajii, Hirotake; Ohmori, Yutaka; Komatsu, Mitsuo; Minakata, Satoshi; Tsumura, Manabu; Namura, Kiyoyuki

doi:10.1016/j.jpcs.2006.05.024

Cited by 4 publications

(2 citation statements)

References 22 publications

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“…Tetrasubstituted 2-pyrones 6m and 7m had no fluorescence properties in the solution, but an aggregation-induced emission (AIE) was observed in the solid state. Triphenylated 2-pyrone 2c is known to possess AIE properties and exhibit a higher quantum yield than Alq 3 , which is generally used in electroluminescence devices . However, tetrasubstituted 2-pyrones have not been investigated in detail because relatively little is known about a facile synthetic method.…”

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confidence: 90%

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Regioselective Synthesis of 5-Metalated 2-Pyrones by Intramolecular Oxymetalation of Carbonyl-ene-yne Compounds Using Indium Trihalide

et al. 2019

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The oxyindation of carbonyl-ene-yne compounds with indium trihalides proceeded efficiently to give di-, tri-, and tetrasubstituted 2-pyrones bearing a carbon–indium bond. The metalated 2-pyrone and a zwitterion intermediate were identified by X-ray crystallographic analysis. The application of organoindium compounds to oxidation or cross-coupling provided easy access to various multifunctionalized 2-pyrones. Some 2-pyrone derivatives show intense fluorescence only in the solid state (aggregation-induced emission).

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confidence: 90%

“…This result can be ascribed to the fact that the installation of either a phenyl- or an aloyl group changed the intermolecular interactions in the solid state. Figure B shows the molecular packing diagrams of compound 6m , 7m , and 2c . In the crystal structure of these compounds, there are C–H···π interactions and/or hydrogen bonds among molecules.…”

supporting

confidence: 90%

Regioselective Synthesis of 5-Metalated 2-Pyrones by Intramolecular Oxymetalation of Carbonyl-ene-yne Compounds Using Indium Trihalide

et al. 2019

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Carbometalation and Heterometalation of Carbon‐Carbon Multiple‐Bonds Using Group‐13 Heavy Metals: Carbogallation, Carboindation, Heterogallation, and Heteroindation

Nishimoto

Yasuda

2020

Chemistry An Asian Journal

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Organogallium and ‐indium compounds are useful reagents in organic synthesis because of their moderate stability, efficient reactivity and high chemoselectivity. Carbogallation and ‐indation of a carbon‐carbon multiple bond achieves the simultaneous formation of carbon‐carbon and carbon‐metal bonds. Heterogallation and ‐indation construct carbon‐heteroatom and carbon‐metal bonds. Therefore, these reaction systems represent a significant synthetic method for organogalliums and ‐indiums. Many chemists have attempted to apply various types of unsaturated compounds such as alkynes, alkenes, and allenes to these reaction systems. This minireview provides an overview of carboindation and ‐gallation as well as heteroindation and ‐gallation.

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