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Issue 9, 2011
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Structure-property relationships in conjugated donor–acceptor systems functionalized with tetrathiafulvalene

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Abstract

The properties of two donor–acceptor compounds tetrathiafulvalene-acenaphtho[1,2-b] quinoxaline (1) and tetrathiafulvalene-3-nitro-acenaphtho[1,2-b]quinoxaline (2) have been investigated by solution-state studies (electrochemistry, absorption, self-assembly) and theoretical calculations (DFT, TD-DFT). The electrochemical studies indicate the nitro-substituted effect on their redox properties is negligible. Both compounds show effective intramolecular charge transfer (ICT) transitions in the UV-Visible range in solution. Compared with compound 1, compound 2 has a bathochromic shift in the absorption spectra, the λmax−ICT has been extended from 20 800 cm−1 to 19 700 cm−1 (480 nm to 507 nm). In addition, when the nitro group is employed, the self-assembly characteristics of the two compounds are substantially changed from ribbon-like nanostructures to root-like nanostructures. Density functional theory (DFT) calculations provide insights into their molecular geometries, electronic structures, and physico-chemical properties.

Graphical abstract: Structure-property relationships in conjugated donor–acceptor systems functionalized with tetrathiafulvalene

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Article information


Submitted
02 May 2011
Accepted
27 May 2011
First published
07 Jul 2011

New J. Chem., 2011,35, 1876-1882
Article type
Paper

Structure-property relationships in conjugated donor–acceptor systems functionalized with tetrathiafulvalene

C. Jia, J. Zhang, L. Zhang and X. Yao, New J. Chem., 2011, 35, 1876
DOI: 10.1039/C1NJ20384C

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