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Carborane–arene fused boracyclic analogues of polycyclic aromatic hydrocarbons accessed by intramolecular borylation

Yijie Li, Masilamani Tamizmani, Manjur O. Akram, Caleb D. Martin

2024Chemical Science11 citationsDOIOpen Access PDF

Abstract

-carborane substituent enables swift arene borylation on boron bromide or hydride precursors to furnish five- and six-membered boracycles in conjugation with the arene. The mechanism was modeled by DFT computations implying a concerted transition state and analyzing the photophysical properties revealed high quantum yields in the six-membered systems.

Topics & Concepts

BorylationCarboraneIntramolecular forceChemistryBoronPolycyclic aromatic hydrocarbonStereochemistryOrganic chemistryAlkylArylBoron Compounds in ChemistryOrganoboron and organosilicon chemistryLuminescence and Fluorescent Materials
Carborane–arene fused boracyclic analogues of polycyclic aromatic hydrocarbons accessed by intramolecular borylation | Litcius