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.
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收藏
页码：1419 / 1427
页数：9
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