The synthesis of novel, unsymmetrically substituted, chiral naphthalene and perylene diimides: Photophysical, electrochemical, chiroptical and intramolecular charge transfer properties

被引:91
作者
Asir, Suleyman [1 ]
Demir, Ayhan S. [2 ]
Icil, Huriye [1 ]
机构
[1] Eastern Mediterranean Univ, Dept Chem, Fac Arts & Sci, Famagusta, Turkey
[2] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey
关键词
Unsymmetrical naphthalene diimides; Unsymmetrical perylene diimides; Chirality; Charge transfer; Exciplex; Cyclic voltammetry; PHOTOINDUCED ELECTRON-TRANSFER; DNA; TRANSPORT; SYSTEMS; MODEL; STATE; DYES; CD; INTERCALATION; FLUORESCENCE;
D O I
10.1016/j.dyepig.2009.04.014
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel naphthalene monoimide and two unsymmetric chiral chimides (naphthalene and perylene) were synthesized; for comparison purposes, the perylene monoimide with the same substituent in the naphthalene monoimide was prepared. The naphthalene monoimide exhibited intramolecular charge transfer complexation in polar solvents. Excimer-like emissions were obtained in non-polar, polar protic and aprotic solvents in the cases of both the naphthalene monoimide and diimide. The specific optical rotation values of unsymmetrical chiral naphthalene and perylene diimides were -221.6 and -24, respectively at 20 degrees C The Chiral naphthalene diimide showed prominent, negative Cotton effects centred at 362 and 382 nm in CH3CN. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1 / 13
页数:13
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