1151816-79-3

Usage

Uses

Used in Electronic Devices:
3-Bromo-9-(4-chloro-phenyl)-9H-carbazole is used as an organic semiconducting material for the synthesis of electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs). Its strong electron affinity and good thermal stability contribute to the performance and reliability of these devices.
Used in Biological Imaging and Staining Applications:
3-Bromo-9-(4-chloro-phenyl)-9H-carbazole has potential as a fluorescent dye due to its optical properties. It can be used for biological imaging and staining applications, where its fluorescence can aid in visualizing and analyzing biological samples.
Used in Chemical Synthesis:
In the chemical industry, 3-Bromo-9-(4-chloro-phenyl)-9H-carbazole can be used as a building block or intermediate in the synthesis of other complex organic compounds, particularly those with potential applications in materials science, pharmaceuticals, or other specialized fields.

Upstream product

• 1592-95-6 3-bromo-9H-carbazole 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 

Relevant academic research and scientific papers

Organic electroluminescent material and intermediate thereof, electronic device and electronic apparatus

The invention relates to an organic electroluminescent material as well as an intermediate and application thereof. According to the organic electroluminescent material disclosed by the invention, aryl and benzoxazole groups are added in molecules, so tha

Site-Selective N-Arylation of Carbazoles with Halogenated Fluorobenzenes

A method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles is described. The selectivity of iodine and fluorine atoms on the aromatic ring of fluorinated iodobenzenes was initially determined with a copper-N,N-diisopropylethylamine catalytic system. By changing the position of the iodine atom on the aromatic ring from the 3- or 4-position to the 2-position, the preferred coupling site was switched from the iodine atom to the fluorine atom. Steric hindrance of the fluorinated iodobenzenes is responsible for the selectivity switch. After elucidating the reaction mechanisms of these reaction processes, a metal-free method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was revealed through C-F bond activation. The metal-free system is able to handle a range of halogenated groups. Thus, a broad range of chlorinated, brominated, and iodinated N-arylated carbazoles were generated, which are widely useful in organic chemistry.

Copper/β-diketone-catalysed N-arylation of carbazoles

A copper-catalysed C-N bond-forming reaction of carbazoles with aryl iodides is described. Several commercially available ligands such as β-diketone and diamine, are tested in the N-arylation of carbazoles. The catalytic system generated in situ from an inexpensive copper salt, simple β-diketone and inorganic base efficiently N-arylated the carbazoles. A wide range of aryl iodides and carbazoles can be coupled to generate N-arylcarbazoles in the presence of various functional groups. However, the sterically hindered effect of aryl iodides is evident in this catalytic system. The selectivity of two iodine atoms on the aromatic ring of diiodobenzene is evaluated in the developed catalytic system. Results showed that the selectivity of diiodobenzene can be tuned by the reaction temperature.