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Issue 20, 2017
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Effect of heteroatom (S/Se) juggling in donor–acceptor–donor (D–A–D) fused systems: synthesis and electrochemical polymerization

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Abstract

A series of nitrogen-bridged donor–acceptor–donor (D–A–D) type molecules, 1–3, was synthesized using thiophene/selenophene as donors and benzothiadiazole(BTD)/benzoselenadiazole(BSeD) as acceptors. Compound 1 contains a sulfur (S) atom in both the donor and acceptor which was changed to selenium (Se) in 2 for the donor and in 3 for the acceptor. The juggling of S/Se atom(s) in the donor or acceptor unit helps in modulating the structural, photophysical, and electrochemical properties of the resulting compounds. As revealed from crystal structures, compounds 2 and 3 dimerize via S⋯N and Se⋯N interactions, respectively. Compounds 1–3 were successfully polymerized by electrochemical polymerization and the resulting polymers were studied electrochemically. Compounds 1–3 show high fluorescence quantum yields, positive solvatochromism, and high stokes shifts.

Graphical abstract: Effect of heteroatom (S/Se) juggling in donor–acceptor–donor (D–A–D) fused systems: synthesis and electrochemical polymerization

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Publication details

The article was received on 04 Jul 2017, accepted on 31 Aug 2017 and first published on 31 Aug 2017


Article type: Paper
DOI: 10.1039/C7NJ02394D
Citation: New J. Chem., 2017,41, 11568-11575
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    Effect of heteroatom (S/Se) juggling in donor–acceptor–donor (D–A–D) fused systems: synthesis and electrochemical polymerization

    S. Ghosh, S. Das, N. R. Kumar, A. R. Agrawal and S. S. Zade, New J. Chem., 2017, 41, 11568
    DOI: 10.1039/C7NJ02394D

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