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Direct Detection of the Ion Pair to Free Ions Transformation Upon Complexation With an Ion Receptor in Non-Polar Solvents by Using Conductometry

Kazuya Iseda, Kenta Kokado, Kazuki Sada

ChemistryOpen. 2018 Mar 30;7(3):269-274.

PMID: 29610717

Abstract:

In this study, we performed conductometry in various organic solvents to directly detect the transformation from tetrabutylammonium chloride (TBACl) ion-pair salt to the free ions through complexation with meso-octamethylcalix[4]pyrrole (CP), which is a well-known receptor for chloride anions. In the presence of CP, the conductivity of TBACl increases in various non-polar solvents, indicating that complexation with CP enhances the ionic dissociation of TBACl in such non-polar solvents. In other words, CP recognizes chloride as an ion-paired salt as well as a free anion in non-polar solvents. Additionally, the TBA(CP-Cl) complex exhibited a considerably lower ion-pairing constant (Kip) than TBACl in non-polar solvents, resulting in enhanced conductivity. Based on these findings, we can conclude that complexation of an anion with a hydrophobic anion receptor will be useful for creating functional and stimuli-responsive soft materials in organic solvents using coulombic forces.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP1112670 Tetrabutylammonium chloride Tetrabutylammonium chloride 1112-67-0 Price
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