NEW VINYLOGOUS TETRATHIAFULVALENE PI-ELECTRON DONORS WITH PERIPHERAL ALKYLSELENO SUBSTITUTION

被引:37
作者
BRYCE, MR [1 ]
COFFIN, MA [1 ]
CLEGG, W [1 ]
机构
[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
关键词
D O I
10.1021/jo00032a018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient syntheses are described for five new vinylogous pi-electron donors, viz. 5, 6, and 8-10, which are related to bis(ethylenediseleno)tetrathiafulvalene (3): symmetrical and unsymmetrical systems, containing mixed alkylseleno and alkylthio groups, have been obtained. The solution electrochemical redox properties, studied by cyclic voltammetry, establish that these molecules undergo two, single-electron, oxidations at low potentials. The single-crystal X-ray structure of 4,5-bis(methylseleno)-4',5'-bis(methylthio)-2,2'-ethanediylidene(1,3-dithiole) (6) is reported. Semiconducting complexes of the new donors with tetracyano-p-quinodimethane have been obtained.
引用
收藏
页码:1696 / 1699
页数:4
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