5,12-Bis(phenylethynyl)naphthacene

5,12-Bis(phenylethynyl)naphthacene is a chemical compound that belongs to the class of organic compounds known as polycyclic aromatic hydrocarbons (PAHs). It is characterized by its unique structure, which consists of a naphthacene core with two phenylethynyl groups attached at the 5 and 12 positions.

Structure and Properties

The structure of 5,12-Bis(phenylethynyl)naphthacene is defined by the presence of a naphthacene core, a type of polycyclic aromatic hydrocarbon that consists of four fused benzene rings in a linear arrangement. Attached to this core at the 5 and 12 positions are two phenylethynyl groups, each consisting of a phenyl ring connected to an ethynyl group.

This structure gives 5,12-Bis(phenylethynyl)naphthacene unique properties, including a high degree of aromaticity, which contributes to its stability and reactivity. It also has a high degree of conjugation, which results in strong absorption in the ultraviolet and visible light regions of the electromagnetic spectrum.

Synthesis

The synthesis of 5,12-Bis(phenylethynyl)naphthacene typically involves the coupling reaction of a naphthacene derivative with a phenylethynyl compound, using a catalyst such as palladium or nickel. This reaction can be carried out under a variety of conditions, and the choice of catalyst and reaction conditions can have a significant impact on the yield and purity of the product.

Applications

Due to its unique properties, 5,12-Bis(phenylethynyl)naphthacene has potential applications in a variety of fields. For example, its strong absorption in the ultraviolet and visible light regions makes it a potential candidate for use in optoelectronic devices, such as organic light-emitting diodes (OLEDs) and solar cells. Its high degree of aromaticity and conjugation also make it a potential candidate for use in organic semiconductors and molecular electronics.

Structure of 5,12-Bis(phenylethynyl)naphthacene

See Also

• Polycyclic aromatic hydrocarbon
• Naphthacene
• Phenylethynyl
• Organic semiconductor
• Molecular electronics