In search of molecular rectifiers.: The donor-σ-acceptor system derived from triptycenequinone and tetrathiafulvalene

被引:59
作者
Scheib, S [1 ]
Cava, MP [1 ]
Baldwin, JW [1 ]
Metzger, RM [1 ]
机构
[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA
关键词
D O I
10.1021/jo9717393
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several donor-sigma-acceptor compounds (8, 9, 13, and 14) have been synthesized that contain a sterically hindered quinone tethered by a tetramethylene chain to a substituted tetrathiafulvalene. Compounds 13 and 14 show a dramatic increase (approximate to 450 mV) in the oxidation potential of the dipyrrolo-TTF unit, suggestive of considerable electron withdrawal through the sigma-bridge. Monolayers of 9 and 14 are metastable at the air-water interface.
引用
收藏
页码:1198 / 1204
页数:7
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