Please use this identifier to cite or link to this item: https://scidar.kg.ac.rs/handle/123456789/10685
Title: Host-guest complexes of two isomeric 2,2’-bioxazole based {2}-lehn-type cryptands. Prediction of ion selectivity by quantum chemical calculations. Part XIV
Authors: Ćoćić, Dušan
Siegl S.
Manaa A.
Begel S.
Hubbard C.
Puchta, Ralph
Journal: Macroheterocycles
Issue Date: 1-Jan-2020
Abstract: © ISUCT Publishing. The two isomeric cryptands 1 (N,N’-bis(2,2’-bioxazole-5,5’-dimethyl)-2,2’-bioxazole-5,5’-bis(methylamine)) and 2 (N,N’-bis(2,2’-bioxazole-4,4’-dimethyl)-2,2’-bioxazole-4,4’-bis(methylamine)) were investigated by DFT-calculations (RB3LYP/LANL2DZp). Based on these structures and energies we have determined with model equations and by structural comparison with solvent complexes ([M(Furan)n ]m+, [M(Pyridine)n]m+ and [M(NH3)n]m+) the ion selectivity of 1 and 2. 1 exhibits preferences for the sodium cation and the calcium dication, nearly equally with the strontium dication. Therefore, 1 has a cavity comparable to [phen.phen.phen]. In contrast, cryptand 2, although it also shows a preference for the third-row sodium cation, for the third-row alkaline earth cation Mg2+. Therefore, the cavity size must be similar to that of Bühl’s cryptand dodeka(ethylene)octamine and [2.1.1]. We attribute this difference in selectivity to the longer Mm+-N-interactions in 2 compared to Mm+-O-interactions in 1.
URI: https://scidar.kg.ac.rs/handle/123456789/10685
Type: Article
DOI: 10.6060/mhc200603p
ISSN: 19989539
SCOPUS: 85097315431
Appears in Collections:Faculty of Science, Kragujevac
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