6,6′-Biindeno[1,2‑b]anthracene: An Open-Shell Biaryl with High Diradical Character

We report in situ generation of a 6,6′-biindeno­[1,2-b]­anthracene (BIA) derivative as an open-shell biaryl with high diradical character, which could be identified by mass spectrometry, NMR spectroscopy, single-crystal X-ray analysis, UV–vis–NIR absorption spectroscopy, and electron paramagnetic re...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Chemical Society 2023-02, Vol.145 (7), p.3891-3896
Main Authors: Xu, Xiushang, Takebayashi, Satoshi, Hanayama, Hiroki, Vasylevskyi, Serhii, Onishi, Takatsugu, Ohto, Tatsuhiko, Tada, Hirokazu, Narita, Akimitsu
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We report in situ generation of a 6,6′-biindeno­[1,2-b]­anthracene (BIA) derivative as an open-shell biaryl with high diradical character, which could be identified by mass spectrometry, NMR spectroscopy, single-crystal X-ray analysis, UV–vis–NIR absorption spectroscopy, and electron paramagnetic resonance (EPR) spectroscopy. Theoretical calculations by various methods and variable-temperature EPR analyses were performed to tackle the elusive ground state of BIA diradical, suggesting a singlet ground state with a nearly degenerate triplet state. These results provide insight into the design of unique open-shell biaryls.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.2c13890