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

Autor: Sarasija Das, Sirina Ghosh, Neha Rani Kumar, Sanjio S. Zade, Abhijeet R. Agrawal
Rok vydání: 2017
Předmět:
Zdroj: New Journal of Chemistry. 41:11568-11575
ISSN: 1369-9261
1144-0546
DOI: 10.1039/c7nj02394d
Popis: 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.
Databáze: OpenAIRE