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http://dx.doi.org/10.5012/bkcs.2007.28.12.2382

Microwave-assisted Solvent-free Synthesis of Some Dimethine Cyanine Dyes, Spectral Properties and TD-DFT/PCM Calculations  

Zhang, Xiang-Han (Department of Chemistry, Northwest University)
Wang, Lan-Ying (Department of Chemistry, Northwest University)
Zhai, Gao-Hong (Department of Chemistry, Northwest University)
Wen, Zhen-Yi (Institute of Modern Physics, Northwest University)
Zhang, Zu-Xun (Department of Chemistry, Northwest University)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.12, 2007 , pp. 2382-2388 More about this Journal
Abstract
A series of dimethine cyanine dyes were synthesized in a fast, efficient and high yield by the condensation of quaternary salts with 1H-indole-3-carbaldehyde in the presence of piperidine under solvent-free microwave irradiation. The products were identified by 1H NMR, IR, UV-Vis spectra and elemental analysis. The absorption and fluorescence properties of these dyes were investigated both experimentally and theoretically. Calculations performed at a combination of time-dependent density functional theory (TD-DFT) and the polarizable continuum model (PCM) reproduced the π-π* type absorption bands of the dyes. Regression analysis was used for studying theoretical results of the absorption maxima in different solvents. Compared with experimental counterparts, estimated overall uncertainties in the absorption maxima were about ±2%.
Keywords
Dimethine cyanine dye; Microwave irradiation; UV-Vis spectrum; TD-DFT/PCM;
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