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Heterocyclic Communications

Editor-in-Chief: Strekowski, Lucjan

Ed. by Baumstark, Alfons L. / Saczewski, Jaroslaw / Stephens, Chad / Yamada, Hidetoshi

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Volume 22, Issue 6


Synthesis and characterization of 1,3,4-thiadiazole-2,5-dithio crown ethers

Baki Çiçek
  • Corresponding author
  • Department of Chemistry, Faculty of Science and Literature, University of Balıkesir, 10145 Balıkesir, Turkey
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  • Other articles by this author:
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/ Zekai Onbaşıoğlu
  • Department of Chemistry, Faculty of Science and Literature, University of Balıkesir, 10145 Balıkesir, Turkey
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2016-11-22 | DOI: https://doi.org/10.1515/hc-2016-0097


Hetero-crown ethers (ligands I–IV) containing 1,3,4-thiadiazole-2,5-dithiol (bismuthiol) were synthesized and fully characterized. The ligands were prepared by a nucleophilic substitution (SN2) reaction of the appropriate ethylene glycol dihalide derivatives with 1,3,4-thiadiazole-2,5-dithiol dipotassium salt under highly diluted conditions, and subsequent ring closure. Complexation constants and selectivity factors for these heterocyclic ligands in dichloromethane or chloroform were determined by ion-pair extraction from an aqueous solution containing Ag+, Ca2+, Zn2+, Fe3+, Cr3+, Co2+, Cd2+, Mg2+, Pb2+, Ni2+, Cu2+, Mn2+, Na+ and K+. These ligands could be applied as metal sensors and used to separate metals from various mixtures.

This article offers supplementary material which is provided at the end of the article.

Keywords: bismuthiol; crown ether; cyclization; ion-pair extraction; selectivity factor


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About the article

Received: 2016-06-20

Accepted: 2016-08-31

Published Online: 2016-11-22

Published in Print: 2016-12-01

Citation Information: Heterocyclic Communications, Volume 22, Issue 6, Pages 329–332, ISSN (Online) 2191-0197, ISSN (Print) 0793-0283, DOI: https://doi.org/10.1515/hc-2016-0097.

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