1,7-Dimethyl-3,5-bis(4-methoylphenylethenyl)-8-(4-iodophenyl)-4,4-difluoroboradiazasindacene | CAS 1189528-66-2

1,7-Dimethyl-3,5-bis(4-methoylphenylethenyl)-8-(4-iodophenyl)-4,4-difluoroboradiazasindacene is an organic compound featuring a boradiazasindacene core, with several functional groups including dimethyl, methoxyphenyl, iodophenyl, and difluoroboron. This compound is known for its distinct fluorescence properties, driven by its unique molecular architecture. The difluoroboron group enhances the compound's stability and fluorescence, while the methoxyphenyl and iodophenyl groups contribute to its electron-donating and electron-withdrawing effects, respectively. The resulting combination of these features gives this compound high photochemical stability and excellent optical properties, which makes it suitable for various advanced applications.

One key application of 1,7-Dimethyl-3,5-bis(4-methoylphenylethenyl)-8-(4-iodophenyl)-4,4-difluoroboradiazasindacene is in fluorescence sensing. Due to its high fluorescence quantum yield and sensitivity to environmental changes, this compound is widely used as a probe for detecting a range of chemical substances, such as ions, biomolecules, or gases. The strong fluorescence emission, which can be modulated by changes in its environment, allows for precise real-time detection, making it valuable in applications such as environmental monitoring, chemical analysis, and diagnostic assays.

Another important application is in biological imaging and cellular tracking. The compound's high photostability and biocompatibility make it an ideal candidate for fluorescence imaging in live cells and tissues. By using this compound, researchers can monitor molecular and cellular processes with minimal signal degradation over time. Its ability to track biological events in vivo is critical in areas like cancer research, neurological studies, and drug discovery, where real-time, non-invasive monitoring is essential for understanding dynamic biological systems.

In addition, 1,7-Dimethyl-3,5-bis(4-methoylphenylethenyl)-8-(4-iodophenyl)-4,4-difluoroboradiazasindacene is employed in organic electronics, especially in optoelectronic devices such as organic light-emitting diodes (OLEDs). The compound’s strong absorption and emission properties make it well-suited for use in OLEDs, where its high efficiency and brightness can be harnessed for energy-saving lighting and display technologies. By optimizing the compound's molecular design, it could significantly contribute to more efficient, flexible, and cost-effective optoelectronic devices.

Finally, this compound is also explored for its role in catalysis and organic synthesis. The boron-containing structure allows for its use as a catalyst or catalyst activator in various chemical reactions. It can facilitate organic transformations such as C–C bond formation, oxidation, and reduction reactions. The compound’s stability and reactivity make it a promising candidate for synthetic chemistry, where it could be used to develop new methods for the production of pharmaceuticals, fine chemicals, and advanced materials, improving both reaction efficiency and selectivity.