Facile π-extension of boron-doped polycyclic aromatic hydrocarbons by frustrated Lewis pair alkynylation
Journal
Chemical Communications
Journal Volume
61
Journal Issue
100
Start Page
19832
End Page
19835
ISSN
1359-7345
1364-548X
Date Issued
2025
Author(s)
Chang, Ke-Wei
Lai, Ting-Yi
Chin, To-Jen
Anitha, Mandala
Liu, Yi-Hung
Ishiwari, Fumitaka
Saeki, Akinori
Abstract
Despite modest steric demands and a labile substituent, B-brominated boron-doped polycyclic aromatic hydrocarbons (PAHs) can participate in frustrated Lewis pairs. This is exploited for B-alkynylation and functionalization of boron-doped PAHs, enabling deep LUMO levels, solid-state 1D π-stackings, and long-wavelength emissions extending into the near-infrared.
Publisher
Royal Society of Chemistry (RSC)
Type
journal article