• 1. Determination of hypochlorite by quenching the fluorescence of 1-pyrenylboronic acid in tap water
  Yusheng Yuan,Xin Huang,Shaopu Liu,Jidong Yang,Ruilin Duan,Xiaoli Hu RSC Adv. 2016 6 3393
• 2. Selective sensing of ethylene and glucose using carbon-nanotube-based sensors: an ab initio investigation
  Yan Li,Miroslav Hodak,Wenchang Lu,J. Bernholc Nanoscale 2017 9 1687
• 3. Constitutional isomers of dendrimer-like pyrene substituted cyclotriphosphazenes: synthesis, theoretical calculations, and use as fluorescence receptors for the detection of explosive nitroaromatics
  Husniye Ardic Alidagi,Süreyya O?uz Tümay,Ahmet ?enocak,?mer Faruk ?iftbudak,Bünyemin ?o?ut,Serkan Ye?ilot New J. Chem. 2019 43 16738
• 4. Non-covalent functionalization of carbon nanotubes with boronic acids for the wiring of glycosylated redox enzymes in oxygen-reducing biocathodes
  Bertrand Reuillard,Alan Le Goff,Michael Holzinger,Serge Cosnier J. Mater. Chem. B 2014 2 2228
• 5. Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions
  Maria Ejlersen,Chenguang Lou,Yogesh S. Sanghvi,Yitzhak Tor,Jesper Wengel Chem. Commun. 2018 54 8003

• Solvents and Organic Chemicals Organic Compounds Benzenoids Pyrenes Pyrenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Pyrenes
• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Pyren-1-ylboronic Acid: A Comprehensive Overview

Pyren-1-ylboronic Acid, also known by its CAS number 164461-18-1, is a versatile and intriguing compound that has garnered significant attention in the fields of organic synthesis, materials science, and drug discovery. This boronic acid derivative is characterized by its unique structure, which combines the aromaticity of a pyrene ring with the reactivity of a boronic acid group. In this article, we will delve into the properties, applications, and recent advancements associated with Pyren-1-ylboronic Acid, highlighting its significance in modern chemical research.

The molecular structure of Pyren-1-ylboronic Acid consists of a pyrene moiety—a fused polycyclic aromatic hydrocarbon—linked to a boronic acid group (-B(OH)?). This combination endows the compound with both electronic and structural features that make it highly valuable in various chemical reactions. The pyrene ring contributes to the compound's stability and aromaticity, while the boronic acid group facilitates nucleophilic substitution reactions, making it an ideal substrate for cross-coupling reactions such as the Suzuki-Miyaura coupling.

Recent studies have demonstrated the potential of Pyren-1-ylboronic Acid in the synthesis of advanced materials, particularly in the development of organic semiconductors and optoelectronic devices. Researchers have exploited its ability to form stable π-conjugated systems, which are essential for achieving high charge carrier mobility in these materials. For instance, a 2023 study published in Nature Materials highlighted how incorporating Pyren-1-ylboronic Acid into polymer frameworks significantly enhanced the electronic properties of organic field-effect transistors (OFETs), paving the way for next-generation flexible electronics.

In addition to its role in materials science, Pyren-1-ylboronic Acid has found applications in medicinal chemistry. Its ability to participate in palladium-catalyzed cross-couplings has enabled the construction of complex molecular architectures with potential therapeutic applications. A notable example is its use in synthesizing bioactive compounds that target specific receptors involved in cancer and neurodegenerative diseases. A 2023 paper in JACS reported that derivatives of Pyren-1-ylboronic Acid exhibited promising anti-proliferative activity against various cancer cell lines, underscoring its potential as a lead compound for drug development.

The synthesis of Pyren-1-ylboronic Acid typically involves multi-step processes that combine traditional organic synthesis techniques with modern catalytic methods. One common approach involves the coupling of pyrene derivatives with boron reagents under palladium catalysis, followed by purification steps to isolate the pure product. Recent advancements in catalytic systems have improved the efficiency and scalability of these reactions, making large-scale production more feasible.

Beyond its direct applications, Pyren-1-ylboronic Acid serves as a valuable building block for constructing more complex molecules. Its compatibility with various functional groups allows chemists to design molecules with tailored properties for specific applications. For example, researchers have used it as an intermediate in synthesizing fluorescent probes for bioimaging applications, leveraging its inherent fluorescence properties derived from the pyrene moiety.

In conclusion, Pyren-1-yli Boronic Acid (CAS No. 164461–18–1) stands out as a multifaceted compound with significant implications across diverse areas of chemistry and materials science. Its unique combination of structural features and reactivity continues to drive innovative research and practical applications. As ongoing studies explore new synthetic routes and functionalizations, it is likely that this compound will play an increasingly important role in advancing both academic research and industrial applications.

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