Synthesis, Structures, and Redox Behavior of Methyl-Substituted Derivatives of Thiophene-Inserted [3]Dendralene with Redox-Active 1,3-Dithiol-2-ylidene Units

被引：3

作者：

Ito, Toshiki ^{[1
]}

Ueda, Masafumi ^{[1
,3
]}

Fujisaki, Masahiro ^{[1
]}

Yoshimura, Aya ^{[1
]}

Shirahata, Takashi ^{[1
,2
]}

Misaki, Yohji ^{[1
,2
]}

机构：

[1] Ehime Univ, Grad Sch Sci & Engn, Dept Appl Chem, 3 Bunkyo-cho, Matsuyama, Ehime 7908577, Japan

[2] Ehime Univ, Res Unit Mat Dev Efficient Utilizat & Storage Ener, Matsuyama, Ehime 7908577, Japan

[3] Kitasato Univ, Sch Sci, Dept Chem, 1-15-1 Kitasato Minami-ku Sagamihara, Kanagawa 2520373, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2022年 / 95卷 / 09期

关键词：

Tetrathiafulvalene; Cyclic voltammetry; X-ray structure analysis; ELECTRON-DONORS; TETRATHIAFULVALENE; SALTS;

D O I：

10.1246/bcsj.20220191

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several derivatives of 1,3-dithiole[3]dendralene with one thiophene spacer (1) were newly prepared. X-ray structure analysis of the hexamethyl-1 (1Aa) revealed that 1Aa adopts a structure with significant distortion between the central 1,3-dithiole (DT) ring and the thiophene ring. Cyclic voltammo-grams of all the derivatives were composed of three pairs of one-electron redox waves in correspondence with the presence of three redox-active DT rings. The results of cyclic voltam-metry and spectroelectrochemistry indicated that a positive charge in 1Aa center dot+ is mainly delocalized on the vinyl-extended tetrathiafulvalene (TTF) moiety, while two positive charges in 1Aa2+ are mainly distributed on the thiophene-inserted TTF moiety. X-ray structure analysis revealed that two-electron oxi-dation of 1Aa with (4-BrC6H4)3N center dot+SbCl61 gradually facilitat-ed the formation of a dicationic species of its chlorinated product.

引用

页码：1419 / 1427

页数：9

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