open access

https://hdl.handle.net/2115/95893

Structural‐Change‐Induced Two‐Stage Redox Behavior of Pentacenebisquinodimethane with Tricolor Chromism

英語

Electrochemistry

2024-09-02

Wiley-Blackwell

Chemistry – An Asian Journal

19(17)

e202400316

Tricolor electrochromism was realized through the interconversion among the neutral (yellow), dicationic (green), and tetracationic (blue) states, even though only one kind of chromophore is generated upon oxidation. Both dicationic and tetracationic states were isolated as stable salts, and their different colors come from the effective interchromophore interaction only in the tetracationic state but not in the dicationic state. Despite the negligible Coulombic repulsion in the tetracationic state with four cyanine-type chromophores, pentacenebisquinodimethane undergoes stepwise two-stage two-electron oxidation when radical-stabilizing 5-(4-octyloxyphenyl)-2-thienyl groups are attached on the exomethylene bonds. A contribution from the biradical form only in the neutral state but not in the dicationic state is the reason for the observed negative cooperativity during the electrochemical oxidation.

学術雑誌論文

Accepted Manuscript

This is the peer reviewed version of the following article:Yusuke Ishigaki, Shin-ichi Mizuno, Takashi Harimoto, Takuya Shimajiri, and Takanori Suzuki, Chem. Asian J. 2024, 19, e202400316, which has been published in final form at https://doi.org/10.1002/asia.202400316. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.

1861-4728

1861-471X

AA12458078