Phosphine→Borane‐Functionalized Pyrenes and Anthracenes
Year: 2025
Type: article
Abstract: The functionalization of polycyclic aromatic hydrocarbons (PAHs) with N→B Lewis pairs, so‐called borylative fusion, has recently emerged as a simple and powerful means to modulate their electronic and photophysical properties thanks to the extension of the π system. Herein, we considered a new class of PAHs appended with phosphine→borane Lewis pairs and investigated pyrene as well as anthracene derivatives. In these compounds, strong P→B interactions are enforced geometrically, but the π‐system is not extended. Nevertheless, such P→B functionalization was found to significantly impact the optical and electrochemical properties. The P,B‐functionalized PAHs display noticeably reduced HOMO–LUMO gaps and enhanced fluorescence. Both the number and position of P→B units turned out to play a significant role.
Source: Angewandte Chemie
Institutions: Centre National de la Recherche Scientifique, Université Toulouse III - Paul Sabatier, Laboratoire Hétérochimie Fondamentale et Appliquée, Université de Toulouse, Institut de Chimie de Toulouse, Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Europe, Université de Pau et des Pays de l'Adour, Institut des Sciences Analytiques et de Physico-Chimie pour l'Environnement et les Matériaux
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $5,790
Funder: Agence Nationale de la Recherche
Award: Carbon-rich Ambiphiles
OpenAlex ID: W4408320057