Intramolecular charge-transfer interactions in π-extended tetrathiafulvalene derivatives

被引:10
作者
Aqad, E
Lakshmikantham, MV
Cava, MP
Metzger, RM
Khodorkhovsky, V
机构
[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA
[2] Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel
关键词
D O I
10.1021/jo0489317
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New electron-donor (D)-electron-acceptor (A) TTF architectures are presented in which two electron-donating 1,3-dithiole moieties are connected by a pi bridge to the weak electron-accepting quinoxaline moiety (D-pi-A compounds 9a and 9b and also two 1,3-dithiole-2-ylidene moieties are connected by a pi bridge to the electron-accepting thieno[3,4-b]quinoxaline bridge (D-pi-A-pi-D compounds 12a-c). There are through-bond intramolecular charge-transfer (ICT) interactions, predicted in theoretical calculations, and confirmed by UV-vis spectroscopy and cyclic voltammetry measurements. This work constitutes the first use of quinoxalines as electron-accepting moieties in D-pi-A compounds.
引用
收藏
页码:768 / 775
页数:8
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