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Azo and azoxythiacrown ethers: synthesis and properties
Authors:Ahmet Kertmen  Jolanta Szczygelska-Tao  Jarosław Chojnacki
Institution:1. Department of Chemistry and Technology of Functional Materials, Faculty of Chemistry, Gdańsk University of Technology, Narutowicza street. 11/12, 80-233 Gdańsk, Poland;2. Department of Inorganic Chemistry, Faculty of Chemistry, Gdańsk University of Technology, Narutowicza street. 11/12, 80-233 Gdańsk, Poland
Abstract:A series of 16- and 18-membered azo- and azoxythiacrown ethers have been synthesized by reductive macrocyclization of the respective bis(nitrophenoxy)oxaalkanes. The aromatic residues located in the polyether region of the molecule were introduced to macrocyclic skeletons and their affinities toward different groups of metal cations in ion-selective electrodes were described. X-ray structures for one dinitropodand and one azoxybenzothiacrown exhibiting strong π–π and π–H interactions have been found.
Keywords:Thiacrown ethers  Azobenzene  Cation selectivity  π&ndash  π Stacking  π&ndash  H Interactions
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