Abstract
The research article explores the innovative post-functionalization of doubly boron-doped polycyclic aromatic hydrocarbons (PAHs) through the introduction of various aryl substituents, specifically synthesizing a series of (2,8,)3,9-aryl-substituted 3,9-diboraperylenes via the boron-substitution of (2,8-diaryl-)3,9-dihydroxy-3,9-diboraperylenes, revealing that these newly synthesized boron-doped PAHs display two reversible reductions characterized by a notably facile first reduction potential ranging between E = ?1.04 and ?1.13 V versus Fc+/Fc, and additionally, the Friedel–Crafts cyclization of the 2-isopropenylnaphthyl-substituted derivative yields a helical boron-doped PAH, which exhibits advantageous properties including a low lowest unoccupied molecular orbital (LUMO) level, elevated absorption coefficients, and fluorescence with a quantum yield (?_F) of 0.73, coupled with the presence of a one-dimensional ?–? stacking interaction in the solid state; furthermore, this study underscores the significance of structural modifications on the electronic characteristics and optical properties of boron-doped PAHs, thereby expanding the potential applications of such materials in fields like organic electronics and photonics
Keywords
Boron-Doped PAHs, Post-Functionalization, Aryl Substituents, Friedel–Crafts Cyclization, LUMO Level, Fluorescence Quantum Yield
Citations
IRE Journals:
Dr. K. S. Lamani
"A Study on Synthesis of Helical Boron-Doped Polycyclic Aromatic Hydrocarbons (PAHs)" Iconic Research And Engineering Journals Volume 7 Issue 9 2024 Page 327-336
IEEE:
Dr. K. S. Lamani
"A Study on Synthesis of Helical Boron-Doped Polycyclic Aromatic Hydrocarbons (PAHs)" Iconic Research And Engineering Journals, 7(9)
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