Oxathiamacrocycles possessing 2(5 H )-furanone fragments as [2 + 2] macrocyclization products: synthesis and structure

Lien T. Hoang; Alsu M. Khabibrakhmanova; Enze S. Rabbanieva; Olga A. Lodochnikova; Almira R. Kurbangalieva

doi:10.15826/chimtech.2025.12.3.02

Oxathiamacrocycles possessing 2(5H)-furanone fragments as [2 + 2] macrocyclization products: synthesis and structure

Lien T. Hoang, Alsu M. Khabibrakhmanova, Enze S. Rabbanieva, Olga A. Lodochnikova, Almira R. Kurbangalieva

Abstract

In order to reduce the impact of heavy metals on water systems, extraction methods are widely used. Thiamacrocycles are promising extractants for heavy metal cations due to their high affinity for these ions. Although a large number of non-functionalized thiamacrocyclic ligands have been synthesized, oxathiamacrocycles containing small rigid molecules have been less thoroughly studied. This work describes the synthesis and characterization of two novel 28- and 30-membered oxathiamacrocycles as [2+2] macrocyclization products obtained from the reaction of 5,5'-(ethane-1,2-diylbis(oxy))bis(3,4-dichlorofuran-2(5H)-one) with 2,2'-oxydiethanethiol and 1,2-phenylenedimethanethiol in the presence of Et₃N. These multidonor sulfur-containing macrocycles represent interesting objects for studying their complexation and extraction properties.

Keywords

2(5H)-Furanone; Oxathiamacrocycle; Macroheterocycle; 2,2′-Oxydiethanethiol; 1,2-Phenylenedimethanethiol; Molecular structure

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DOI: https://doi.org/10.15826/chimtech.2025.12.3.02

Copyright (c) 2025 Lien T. Hoang, Alsu M. Khabibrakhmanova, Enze S. Rabbanieva, Olga A. Lodochnikova, Almira R. Kurbangalieva

This work is licensed under a Creative Commons Attribution 4.0 International License.

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