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9-Phenanthracenylboronic acid丨CAS 68572-87-2 Manufacturer
9-Phenanthracenylboronic acid (CAS 68572-87-2), also known as phenanthrene-9-boronic acid or 9-phenanthreneboronic acid, is an aromatic organoboron compound featuring a boronic acid group attached to the 9-position of a phenanthrene ring system. Its extended fused aromatic structure and reactive boronic acid functionality make it a useful building block for organic electronic materials, OLED research, pharmaceutical intermediate synthesis, and specialty organic chemistry.
Chemical Identifiers
| InChI | 1S/C14H11BO2/c16-15(17)14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,16-17H |
| InChI Key | JCDAUYWOHOLVMH-UHFFFAOYSA-N |
| Smiles | C1=CC=CC2=C1C=C(C3=CC=CC=C23)B(O)O |
| EC No. | 627-783-7 |
| MDL No. | MFCD00143524 |
| PubChem CID | 11775704 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
The boronic acid group enables 9-Phenanthracenylboronic acid to participate in Suzuki–Miyaura cross-coupling reactions with compatible aryl or heteroaryl halides. This transformation provides an effective route for introducing phenanthrene units into larger conjugated molecular frameworks. The resulting compounds may be used as intermediates for advanced organic materials, substituted polycyclic aromatic compounds, and specialty chemical research.
Applications in OLED Materials Research
9-Phenanthracenylboronic acid is a valuable intermediate for synthesizing phenanthrene-containing compounds investigated in organic light-emitting diode (OLED) materials. Its rigid polycyclic aromatic framework can contribute to the electronic and structural characteristics of organic semiconductor molecules. Through suitable cross-coupling reactions, researchers can incorporate phenanthrene units into candidate host materials, charge-transport materials, and other functional organic compounds. Device performance depends on the complete molecular structure and material formulation.
Applications in Organic Semiconductor Materials
Phenanthrene-containing aromatic structures are investigated in organic semiconductor research because their fused-ring frameworks can influence molecular rigidity, electronic characteristics, and intermolecular interactions. 9-Phenanthracenylboronic acid provides a convenient starting material for preparing functionalized aromatic compounds with extended conjugated systems. These derivatives may be evaluated for charge transport, photophysical behavior, and other properties relevant to organic electronic applications.
Applications in Fluorescent and Photophysical Materials
9-Phenanthracenylboronic acid can serve as a precursor for synthesizing phenanthrene-based compounds used in fluorescence and photophysical research. The phenanthrene framework provides an aromatic chromophore that can be modified through carbon–carbon bond formation. Researchers may investigate the resulting derivatives for their absorption, emission, and excited-state properties, supporting the development of functional fluorescent molecules and optical materials.
