Hybridization makes the difference: [2Oxa.2Oxa.2Oxa] a sp2-Carbon dominated Lehn-type cryptand - Prediction of ion selectivity by quantum chemical calculations. XVIII

Capponi T, Bason C, Ćoćić D, Puchta R, van Eldik R (2024)

Publication Type: Journal article

Publication year: 2024

Journal

Journal of Coordination Chemistry Taylor & Francis

DOI: 10.1080/00958972.2024.2367223

Abstract

Substituting the O-C2H4-O-moiety of [2.2.2] by the O2CCO2-core of oxalic acid leads to the new Lehn-type cryptand [M ⊂ 2Oxa.2Oxa.2Oxa]m+. We explored by quantum chemical methods (B3LYP/LANL2DZp) the complexation behaviour and compared it with the original cryptand [2.2.2]. The cryptands [2Oxa.2Oxa.2Oxa] and [2.2.2] exhibit the same ion selectivity against alkaline and alkaline earth metal cation (K+ followed by Rb+; Ba2+ preferred over Sr2+). The exchange of the OC2H4O-moiety by the O2CCO2-moiety (the subsequent exchange of sp3- by sp2-carbon atoms) makes [2Oxa.2Oxa.2Oxa] less flexible in the OCCO-diether angle as [2.2.2]. This rigidity results in higher complexation energies for [M ⊂ 2Oxa.2Oxa.2Oxa]m+ and that the twisting of the dihedral angle CN…NC improves the nesting of the guest cations in the cryptand [2Oxa.2Oxa.2Oxa].

Involved external institutions

Lothar-von-Faber-Schule - Staatliche Fachoberschule Nürnberg DE Germany (DE) University of Kragujevac RS Serbia (RS)

How to cite

APA:

Capponi, T., Bason, C., Ćoćić, D., Puchta, R., & van Eldik, R. (2024). Hybridization makes the difference: [2Oxa.2Oxa.2Oxa] a sp2-Carbon dominated Lehn-type cryptand - Prediction of ion selectivity by quantum chemical calculations. XVIII. Journal of Coordination Chemistry. https://doi.org/10.1080/00958972.2024.2367223

MLA:

Capponi, Thomas, et al. "Hybridization makes the difference: [2Oxa.2Oxa.2Oxa] a sp2-Carbon dominated Lehn-type cryptand - Prediction of ion selectivity by quantum chemical calculations. XVIII." Journal of Coordination Chemistry (2024).

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