Citation: CHEN Xue-Song, LU Peng-Fei, DONG Yu-Hui, XIE Ju. Theoretical Study of Calix[4]pyrrole Complexes with Halide and AmmoniumIons[J]. Acta Physico-Chimica Sinica, ;2013, 29(10): 2187-2197. doi: 10.3866/PKU.WHXB201308142 shu

Theoretical Study of Calix[4]pyrrole Complexes with Halide and AmmoniumIons

1.
1 School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, Jiangsu Province, P. R. China;
2 Weifang University of Science and Technology, Weifang 262700, Shandong Province, P. R. China

Received Date: 21 May 2013
Available Online: 14 August 2013
Fund Project: 国家自然科学基金(21103147)资助项目 (21103147)

Density functional theory M06-2X/6-31G(d, p) was used on complexes of calix[4]pyrrole (CP) with halide anions (X^-=F^-, Cl^-, Br^-) and NH₄⁺-X^- ion-pairs. Geometries, binding energies, natural bond orbital analysis, and multifunctional wave function analysis (Multiwfn) were presented in detail. The results indicated that the interaction between the calix[4]pyrrole and halide anions mainly involved hydrogen (H)-bonds. Long-range van der Waals forces and steric effects were determined in the CP-Cl^- and CP-Br^- systems by Multiwfn analysis. Calix[4]pyrrole forms stable complexes with NH₄⁺-X^- ion-pairs mainly through H-bonds and electrostatic interactions, as well as via cation-π interactions. The 2:1 complexes of CP and anions or ion-pairs were also considered theoretically, but 2:1 is not the dominant stoichiometry relative to the 1:1 complexes. The current study also demonstrates that calix[4]pyrrole functions not only as an anion receptor, but also as a od ion-pair receptor, especially in cases involving fluoride ions.
- Calix[4]pyrrole,
- Anion and ion-pair,
- Host-guest interaction,
- Quantumchemistry calculation
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