A tetrathiafulvalene-functionalized schiff base macrocycle: synthesis, electrochemical, and photophysical properties

被引:7
作者
Ran, Ying-Fen [1 ]
Blum, Carmen [1 ]
Liu, Shi-Xia [1 ]
Sanguinet, Lionel [2 ]
Levillain, Eric [2 ]
Decurtins, Silvio [1 ]
机构
[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland
[2] Univ Angers, Inst Sci & Technol Mol Angers, MOLTECH Anjou Ex CIMA, CNRS UMR 6200, F-49045 Angers, France
基金
瑞士国家科学基金会;
关键词
Charge transfer; Donor-acceptor systems; Electrochemistry; Schiff base; Tetrathiafulvalene; COORDINATION CHEMISTRY; COMPLEXES; LIGANDS; TTF;
D O I
10.1016/j.tet.2011.01.011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly selective formation of 2+2 macrocycle 1 from 2,5-bis(3-formyl-2-hydroxyphenyl)-1,3,4-oxadiazole and a diamine-functionalized tetrathiafulvalene derivative is reported. Its electronic properties have been studied experimentally by the combination of electrochemistry and UV-vis-NIR spectroscopy. Particularly, its largely extended pi-conjugation renders this novel macrocycle simultaneously a good multielectron donor and a strong chromophore, which is rationalized on the basis of density functional theory. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1623 / 1627
页数:5
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