Host–guest interactions between p-sulfonatocalix[4]arene and p-sulfonatothiacalix[4]arene and group IA, IIA and f-block metal cations: a DFT/SMD study

• Valya K. Nikolova,
• Cristina V. Kirkova,
• Silvia E. Angelova and
• Todor M. Dudev

Beilstein J. Org. Chem. 2019, 15, 1321–1330, doi:10.3762/bjoc.15.131

• formation reactions. Keywords: complex formation; DFT; group IA; IIA and f-block metal cations; macrocycles; p-sulfonatocalix[4]arene; p-sulfonatothiacalix[4]arene; Introduction If macrocycles are pillars of the supramolecular chemistry, then calixarenes (“calix” = vase + “arene”) are the 3rd pillar after

• ]. Conclusion A systematic theoretical study of the group IA, IIA and f-block metal ions binding characteristics to p-sulfonatocalix[4]arene (C[4]A) and p-sulfonatothiacalix[4]arene (TC[4]A) has been performed using density functional theory combined with solvation model based on density (SMD) calculations. It

• ). Schematic representation of the structures of p-sulfonatocalix[4]arene (C[4]A) and p-sulfonatothiacalix[4]arene (TC[4]A). BSSE-corrected Gibbs free energies (in kcal mol−1) in the gas phase (ΔG1) and in water (ΔG78) for the [C[4]A–M](4−n)− and [TC[4]A–M](4−n)− (n = 1–3) complex formation reactions, C[4]A