2,1,3-Benzothiadiazole Dimers: Preparation, Structure, and Transannular Electronic Interactions of syn- and anti-[2.2](4,7)Benzothiadiazolophanes

被引:25
|
作者
Watanabe, Motonori [1 ,2 ]
Goto, Kenta [1 ]
Fujitsuka, Mamoru [3 ]
Tojo, Sachiko [3 ]
Majima, Tetsuro [3 ]
Shinmyozu, Teruo [1 ]
机构
[1] Kyushu Univ, Inst Mat Chem & Engn IMCE, Fukuoka 8128581, Japan
[2] Kyushu Univ, Grad Sch Sci, Dept Chem, Fukuoka 8128581, Japan
[3] Osaka Univ, Inst Sci & Ind Res SANKEN, Osaka 5670047, Japan
关键词
FIELD-EFFECT TRANSISTORS; CATION-RADICALS; THROUGH-SPACE; MACRO RINGS; ABSORPTION-SPECTRA; CRYSTAL-STRUCTURE; SELF-EXCHANGE; PI-COMPLEX; RESONANCE; ENERGY;
D O I
10.1246/bcsj.20100085
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cyclophanes comprised of two 2,1,3-benzothiadiazole (BTD) rings, anti- and syn-[2.2](4,7)benzothiadiazolophanes (anti-1 and syn-1), were prepared for the first time. The differences of the physical properties in the overlapping mode of the pi-systems are clearly observed, and syn-1 shows much more significant transannular pi-electronic interactions than anti-1 especially in the redox properties and the stability of the radical anion species.
引用
收藏
页码:1155 / 1161
页数:7
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