Synthesis and electron-donating properties of novel norphthalocyanines containing thiacrown ether-linked tetrathiafulvalene moieties

被引:4
作者
Guo, Jia [1 ,2 ]
Xia, Yan [1 ]
Li, Dongfeng [1 ]
Hou, Ruibin [1 ,2 ]
机构
[1] Changchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
[2] Changchun Univ Technol, Adv Inst Mat Sci, Changchun 130012, Peoples R China
基金
美国国家科学基金会;
关键词
Norphthalocyanine; Tetrathiafulvalene; Crown ether; Density functional theory; PORPHYRAZINES; SUBSTITUENTS; PORPHYRIN;
D O I
10.1016/j.tetlet.2015.12.089
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel magnesium-base and metal-free norphthalocyanine (6 and 7) containing peripheral thiacrown ether-linked tetrathiafulvalene moieties have been synthesized and fully characterized. Electrochemical investigations showed two quasi-reversible one-electron oxidation waves, one irreversible one-electron oxidation wave and two irreversible one-electron reduction waves, indicating that these triads are good pi-electron donors. Triad 6 reacted with 2,3,5,6-tetrafluoro-7,7,8,8-tetra-cyanoquinodimethane (F(4)TCNQ) to form a charge transfer complex that exhibited absorption bands in the vicinity of 750 and 960 nm. Compound 6 showed evident intramolecular charge transfer interactions in ground states and these may be explained on the basis of the density functional theory. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:570 / 573
页数:4
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