A new type of ionophore family utilizing the cation-olefinic π interaction: Theoretical study of [n]beltenes

Soon Choi Hyuk, Dongwook Kim, P. Tarakeshwar, Bum Suh Seung, Kwang S. Kim

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

The possible utilization of [n]beltenes as a new family of ionophores, which exhibit a cation-olefinic π type of interaction in contrast to the cation-aromatic π type of interaction exhibited by [n]collarenes, has been investigated using both ab initio calculations and molecular dynamic simulations. Like [n]collarenes, n ethene groups are linked by -CH2- linkages in the [n]beltenes. Our calculations indicate that these [n]beltenes exhibit strong binding affinities and high selectivity for alkali metal cations ([5]beltene to Li+, [6]beltene to Na+, [7]beltene to Na+ and K+, [8]beltene to K+ and Rb+, and [9]beltene to Cs+ and Rb+). Compared to [n]collarenes, [n]beltenes are expected to have a finer ion selectivity because their cavity sizes can be varied with integral number n, while that of the former can be varied with an even number n. Suitable substituents could be employed to enhance both the binding and specificity of various sizes of [n]beltenes to different cations, as well as to increase the solubility.

Original languageEnglish (US)
Pages (from-to)1848-1851
Number of pages4
JournalJournal of Organic Chemistry
Volume67
Issue number6
DOIs
StatePublished - Mar 22 2002
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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