Preparation and characterization of 3-(4,5-ethylenedithio-1,3-dithiol-2-ylidene)naphthopyranone: a luminescent redox-active donor-acceptor compound

被引:7
作者
Dolder, Stefan
Liu, Shi-Xia
Guegano, Xavier
Atanasov, Mihail
Daul, Claude A.
Leiggener, Claudia
Hauser, Andreas
Neels, Antonia
Decurtins, Silvio
机构
[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland
[2] Bulgarian Acad Sci, Inst Gen & Inorgan Chem, BU-1113 Sofia, Bulgaria
[3] Univ Fribourg, Dept Chim, CH-1700 Fribourg, Switzerland
[4] Univ Geneva, Dept Chim Phys, CH-1211 Geneva 4, Switzerland
[5] Univ Neuchatel, Inst Microtech, CH-2009 Neuchatel, Switzerland
关键词
naphthopyranone; TTF; donor-acceptor compound; cyclic voltammetry; TDDFT calculations; luminescence;
D O I
10.1016/j.tet.2006.09.032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new 1,3-dithiol-2-yiidene substituted naphthopyranone 2 has been synthesized and characterized. UV-vis spectroscopic and cyclic voltammetry results, interpreted on the basis of density functional theory, show that 2 displays an intramolecular charge-transfer transition and acts like a donor-acceptor (D-A) system. Furthermore, a weak fluorescence originating from the excited charge-transfer state is observed. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:11106 / 11111
页数:6
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