Open-shell singlet diradicaloid difluoreno[4,3-b:3',4'-d]furan and its radical cation and dianion

Sakura Mori; Motoko Akita; Shuichi Suzuki; Motoko S Asano; Michihisa Murata; Tsuyoshi Akiyama; Taisuke Matsumoto; Chitoshi Kitamura; Shin-Ichiro Kato

doi:10.1039/d0cc01638a

Open-shell singlet diradicaloid difluoreno[4,3-b:3',4'-d]furan and its radical cation and dianion

Chem Commun (Camb). 2020 Jun 2;56(44):5881-5884. doi: 10.1039/d0cc01638a.

Authors

Sakura Mori¹, Motoko Akita², Shuichi Suzuki³, Motoko S Asano⁴, Michihisa Murata⁵, Tsuyoshi Akiyama¹, Taisuke Matsumoto⁶, Chitoshi Kitamura¹, Shin-Ichiro Kato¹

Affiliations

¹ Department of Materials Science, School of Engineering, The University of Shiga Prefecture, 2500 Hassaka-cho, Hikone, Shiga 522-8533, Japan. kato.s@mat.usp.ac.jp.
² Graduate School of Material Science, Josai University, 1-1 Sakado, Saitama 350-0295, Japan.
³ Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan.
⁴ Division of Molecular Science, Faculty of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu, Gunma 376-8515, Japan.
⁵ Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi-ku, Osaka 535-8585, Japan.
⁶ Institute for Materials Chemistry and Engineering (IMCE), Kyushu University, 6-1 Kasuga-koh-en, Kasuga 816-8580, Japan.

PMID: 32355944
DOI: 10.1039/d0cc01638a

Abstract

Difluoreno[4,3-b:3',4'-d]furan (DFFu) was prepared via a short, scalable, multi-step synthesis, and characterized by crystallography, spectroscopic measurements, and theoretical calculations. Even though the results revealed an open-shell singlet diradical character, DFFu is stable under ambient conditions. The radical cationic and dianionic species of DFFu were also synthesized and characterized.