Phosphine→Borane‐Functionalized Pyrenes and Anthracenes

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.

Authors

Institutions

Publication Details

Journal
Angewandte Chemie
Published
2025-03-11
DOI
https://doi.org/10.1002/ange.202501178
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Phosphine→Borane‐Functionalized Pyrenes and Anthracenes

Karinne Miqueu, Jean‐Cyrille Hierso, Sonia Mallet‐Ladeira, Arnaud Le Gac et al.
Angewandte Chemie
Asymmetric Hydrogenation and Catalysis
article

Phosphine→Borane‐Functionalized Pyrenes and Anthracenes

Karinne Miqueu, Jean‐Cyrille Hierso, Sonia Mallet‐Ladeira, Arnaud Le Gac, Julien Roger, Didier Bourissou, Ghenwa Bouhadir
article en

Abstract

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.

Angewandte ChemieVol. 137(19)
Centre National de la Recherche Scientifique (FR), Université Toulouse III - Paul Sabatier (FR), Université de Pau et des Pays de l'Adour (FR), Université de Bourgogne (FR), Université Fédérale de Toulouse Midi-Pyrénées (FR), Institut National Polytechnique de Toulouse (FR), Institut des Sciences Analytiques et de Physico-Chimie pour l'Environnement et les Matériaux (FR), Laboratoire de Chimie de Coordination (FR), Laboratoire Hétérochimie Fondamentale et Appliquée (FR), Université Bourgogne Europe (FR)
Openalex Percentile: Top 96%
Asymmetric Hydrogenation and Catalysis
DOISourceOpenAlex
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.

Phosphine→Borane‐Functionalized Pyrenes and Anthracenes — Karinne Miqueu, Jean‐Cyrille Hierso, et al. · Angewandte Chemie (2025) | TGRS Research Map | TGRS