• 1. Fluorinated Iron(ii) clathrochelate units in metalorganic based copolymers: improved porosity, iodine uptake, and dye adsorption properties
  Suchetha Shetty,Noorullah Baig,Atikur Hassan,Saleh Al-Mousawi,Neeladri Das,Bassam Alameddine RSC Adv. 2021 11 14986

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Fluorobenzenes
• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Introduction to (4-bromo-2,6-difluorophenyl)boronic Acid (CAS No. 352535-81-0)

(4-bromo-2,6-difluorophenyl)boronic acid is a highly specialized organoboron compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound, identified by its CAS number 352535-81-0, features a unique structural motif that combines bromine and fluorine substituents with a boronic acid functional group. The presence of these halogen atoms imparts distinct electronic and steric properties, making it a valuable intermediate in the synthesis of various bioactive molecules and advanced materials.

The boronic acid moiety in (4-bromo-2,6-difluorophenyl)boronic acid is particularly noteworthy due to its role as a key component in Suzuki-Miyaura cross-coupling reactions. These reactions are fundamental in organic synthesis, enabling the formation of carbon-carbon bonds under mild conditions. The boronic acid derivative serves as a crucial reagent in this transformation, facilitating the introduction of aryl groups into complex molecular frameworks. This capability has been extensively leveraged in the development of novel pharmaceuticals, where precise control over molecular architecture is essential for achieving desired biological activities.

Recent advancements in medicinal chemistry have highlighted the utility of (4-bromo-2,6-difluorophenyl)boronic acid in the synthesis of small-molecule inhibitors targeting various disease pathways. For instance, studies have demonstrated its application in generating inhibitors of kinases and other enzymes involved in cancer metabolism. The combination of bromine and fluorine substituents enhances the compound's binding affinity and selectivity, attributes that are critical for developing effective therapeutic agents. Furthermore, the boronic acid group allows for further derivatization, enabling the creation of diverse pharmacophores with tailored properties.

In materials science, (4-bromo-2,6-difluorophenyl)boronic acid has been explored for its potential in constructing advanced polymers and liquid crystals. The halogenated aromatic ring contributes to the material's thermal stability and electronic conductivity, making it suitable for applications in organic electronics and optoelectronic devices. Researchers have also investigated its role in developing luminescent materials, where the boronic acid functionality aids in modulating light emission properties through coordination interactions.

The synthesis of (4-bromo-2,6-difluorophenyl)boronic acid involves multi-step organic transformations that require precise control over reaction conditions. Typically, it is prepared by halogenation and subsequent borylation of a precursor aromatic compound. The use of palladium-catalyzed borylation reactions has been particularly effective in achieving high yields and purity. These synthetic strategies align with green chemistry principles by minimizing waste and maximizing atom economy.

From a computational chemistry perspective, the electronic structure of (4-bromo-2,6-difluorophenyl)boronic acid has been extensively studied using density functional theory (DFT). These calculations provide insights into the compound's reactivity and interaction with biological targets. The presence of fluorine atoms induces significant electron withdrawal from the aromatic ring, affecting its nucleophilicity and electrophilicity. Such detailed understanding is crucial for designing efficient synthetic routes and predicting the compound's behavior in biological systems.

The pharmaceutical industry has shown particular interest in (4-bromo-2,6-difluorophenyl)boronic acid due to its versatility as a building block. It has been incorporated into libraries of compounds for high-throughput screening (HTS), enabling rapid identification of lead candidates for drug development. Several patents have been filed that highlight its use in generating inhibitors targeting viral proteases and bacterial enzymes. These efforts underscore the compound's importance as a scaffold for discovering novel therapeutics.

In conclusion, (4-bromo-2,6-difluorophenyl)boronic acid (CAS No. 352535-81-0) represents a fascinating example of how structural complexity can be leveraged to develop functional materials and bioactive molecules. Its unique combination of substituents makes it a valuable tool in synthetic chemistry, while its applications span across pharmaceuticals and advanced materials science. As research continues to uncover new uses for this compound, it is likely to remain a cornerstone in innovation within these fields.

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• 849062-35-7(Boronic acid,B-(2-bromo-3,4,5,6-tetrafluorophenyl)-)
• 352535-84-3(3-bromo-2,6-difluorophenylboronic acid)
• 849062-37-9((3-bromo-5-fluoro-phenyl)boronic acid)
• 144025-03-6((2,4-difluorophenyl)boronic acid)
• 112204-57-6((5-bromo-2-fluoro-phenyl)boronic acid)
• 352535-97-8((3-Bromo-2-fluorophenyl)boronic acid)
• 216393-64-5((4-bromo-2-fluorophenyl)boronic acid)
• 374790-99-5(4-Bromo-2,3-difluorophenylboronic acid)