Facile synthesis, structure, and properties of benzo[1,2-b:4,5-b′]dichalcogenophenes

被引:139
作者
Takimiya, K [1 ]
Konda, Y [1 ]
Ebata, H [1 ]
Niihara, N [1 ]
Otsubo, T [1 ]
机构
[1] Hiroshima Univ, Grad Sch Engn, Dept Appl Chem, Higashihiroshima 7398527, Japan
关键词
D O I
10.1021/jo051812m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general and convenient synthesis of benzo[1,2-b:4,5-b']-dichalcogenophenes including the thiophene (BDT, 1), selenophene (BDS, 2), and tellurophene (BDTe, 3) homologues is developed. Thus synthesized heterocycles are structurally characterized by single-crystal X-ray analysis, and all three homologues are isostructural with one another. They all have completely planar molecular structures packed in a herringbone arrangement. Their physicochemical properties were also elucidated by means of cyclic voltammetry (CV) and LTV-vis spectra.
引用
收藏
页码:10569 / 10571
页数:3
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共 33 条
[31]   POLY(ISOTHIANAPHTHENE) [J].
WUDL, F ;
KOBAYASHI, M ;
HEEGER, AJ .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (18) :3382-3384
[32]   A highly π-stacked organic semiconductor for field-effect transistors based on linearly condensed pentathienoacene [J].
Xiao, K ;
Liu, YQ ;
Qi, T ;
Zhang, W ;
Wang, F ;
Gao, JH ;
Qiu, WF ;
Ma, YQ ;
Cui, GL ;
Chen, SY ;
Zhan, XW ;
Yu, G ;
Qin, JG ;
Hu, WP ;
Zhu, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (38) :13281-13286
[33]   NOVEL ELECTRON-ACCEPTORS BEARING A HETEROQUINONOID SYSTEM .4. SYNTHESES, PROPERTIES, AND CHARGE-TRANSFER COMPLEXES OF 2,7-BIS(DICYANOMETHYLENE)-2,7-DIHYDROBENZO[2,1-B-3,4-B']DITHIOPHENE, 2,7-BIS(DICYANOMETHYLENE)-2,7-DIHYDROBENZO[1,2-B-4,3-B']DITHIOPHENE, AND 2,6-BIS(DICYANOMETHYLENE)-2,6-DIHYDROBENZO[1,2-B-4,5-B']DITHIOPHENE [J].
YOSHIDA, S ;
FUJII, M ;
ASO, Y ;
OTSUBO, T ;
OGURA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :3077-3081