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

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

Sakura Mori,^a Motoko Akita,^b Shuichi Suzuki,

^c Motoko S. Asano,

^d Michihisa Murata,

^e Tsuyoshi Akiyama,

^a Taisuke Matsumoto,^f Chitoshi Kitamura

^a and Shin-ichiro Kato

*^a

Author affiliations

* Corresponding authors

^a Department of Materials Science, School of Engineering, The University of Shiga Prefecture, 2500 Hassaka-cho, Hikone, Shiga 522-8533, Japan
E-mail: kato.s@mat.usp.ac.jp

^b Graduate School of Material Science, Josai University, 1-1 Sakado, Saitama 350-0295, Japan

^c Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama-cho, Toyonaka, Osaka 560-8531, Japan

^d Division of Molecular Science, Faculty of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu, Gunma 376-8515, Japan

^e Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi-ku, Osaka 535-8585, Japan

^f Institute for Materials Chemistry and Engineering (IMCE), Kyushu University, 6-1 Kasuga-koh-en, Kasuga 816-8580, Japan

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.

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DOI: https://doi.org/10.1039/D0CC01638A
Article type: Communication
Submitted: 03 Mar 2020
Accepted: 22 Apr 2020
First published: 22 Apr 2020

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Chem. Commun., 2020,56, 5881-5884

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

S. Mori, M. Akita, S. Suzuki, M. S. Asano, M. Murata, T. Akiyama, T. Matsumoto, C. Kitamura and S. Kato, Chem. Commun., 2020, 56, 5881 DOI: 10.1039/D0CC01638A

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Chemical Communications

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

Abstract

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

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