Synthesis and electron-donating properties of novel norphthalocyanines containing thiacrown ether-linked tetrathiafulvalene moieties
被引:4
作者:
Guo, Jia
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机构:
Changchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
Changchun Univ Technol, Adv Inst Mat Sci, Changchun 130012, Peoples R ChinaChangchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
Guo, Jia
[1
,2
]
Xia, Yan
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h-index: 0
机构:
Changchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R ChinaChangchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
Xia, Yan
[1
]
Li, Dongfeng
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机构:
Changchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R ChinaChangchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
Li, Dongfeng
[1
]
Hou, Ruibin
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h-index: 0
机构:
Changchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
Changchun Univ Technol, Adv Inst Mat Sci, Changchun 130012, Peoples R ChinaChangchun Univ Technol, Sch Chem & Life Sci, Changchun 130012, Peoples R China
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
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.