927384-42-7

Basic information

• Product Name: 2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine
• Synonyms: 2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine;2-Bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)benzene;2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine
• CAS NO: 927384-42-7
• Molecular Formula: C₁₆H₁₂BBrN₂
• Molecular Weight: 322.99488
• Mol File: 927384-42-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine(927384-42-7)
• EPA Substance Registry System: 2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine(927384-42-7)

Safety Data

• Hazardous Substances Data: 927384-42-7(Hazardous Substances Data)

Usage

General Description

2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine is an organic compound composed of a naphthalene ring fused with a 1,3,2-diazaborine ring and a bromophenyl substituent. 2-(2-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborine is a member of the boron-containing heterocycles and has potential applications in the field of organic synthesis and materials science. It has attracted interest due to its unique structure and potential for use as a building block in the design of novel functional materials, especially those with optoelectronic and/or conductive properties. Additionally, the compound may also have utility in medicinal chemistry, as boron-containing compounds have shown promise in pharmaceutical development due to their unique reactivity and potential for selective biological activity.

Upstream product

• 479-27-6 naphthalene-1,8-diamine 
• 244205-40-1 (2-bromophenyl)boronic acid 

Downstream Products

• 74447-76-0 2-bromo-4'-methoxy-1,1'-biphenyl 

Relevant articles and documents

Modular Synthesis of Pentagonal and Hexagonal Ring-Fused NBN-Phenalenes Leading to an Excited-State Aromatization-Induced Structural Planarization Molecular Library

Although polycyclic aromatic hydrocarbons (PAHs) with a nitrogen-boron-nitrogen (NBN) moiety have recently attracted tremendous interest due to their intriguing electronic and optoelectronic properties, all of the NBN-fused π-systems reported to date are called NBN-dibenzophenalenes and were synthesized by electrophilic aromatic substitution. The synthesis of NBN-phenalenes remains challenging, and transition-metal catalysis has never been utilized to construct NBN-embedded π-scaffolds. Herein, a palladium-catalyzed cyclization/bicyclization strategy was developed for the synthesis of diverse pentagonal and hexagonal ring-fused NBN-phenalenes and half-NBN-phenalenes. All of the NBN-embedded π-scaffolds presented in our paper are fluorescent in both solution and the solid state. Further investigations showed that the five-membered NBN rings exhibit the properties of traditional luminogens, while those with a six-membered NBN ring generally undergo photoinduced structural planarization (PISP) and exhibit different colors and quantum yields of fluorescence with different concentrations in solution. Time-resolved spectroscopy and TD-DFT calculations revealed that excited-state aromatization is the driving force for PISP in hexagonal ring-fused NBN-πsystems, leading to the formation of excimers. Notably, the scope of PISP compounds is still quite limited, and PISP has never been observed in NBN-πsystems before. These hexagonal ring-fused NBN-πsystems constitute a novel PISP molecular library and appear to be a new class of aggregation-induced excimer emission (AIEE) materials. Finally, the AIEE behavior of these six-membered NBN rings was applied to the detection of nitro explosives, achieving excellent sensitivity. In general, this work provides a new viewpoint for synthesizing NBN-fused π-systems and understanding the excited-state motion of luminogens.

Bridged metallocene complex for olefin polymerization

The invention relates to a metallocene complex according to formula 1 wherein M is a metal selected from lanthanides or transition metals from group 3, 4, 5 or 6 of the Periodic System of the Elements, Q is an anionic ligand to M, X is a cyclic bridging g

Boron-masking strategy for the selective synthesis of oligoarenes via iterative Suzuki-Miyaura coupling

The iterative synthesis of oligoarenes via an organoborane-based cross-coupling reaction (i.e., the Suzuki-Miyaura coupling) has been achieved by using a series of "masked" haloarylboronic acids as building blocks whose ordinarily reactive boronyl groups are temporarily protected by a new masking group derived from 1,8-diaminonaphthalene. Copyright