Issue 14, 2022

Binding affinity of aniline-substituted dodecaborates to cyclodextrins

Abstract

A new set of hybrid guest molecules bearing organic and inorganic residues have been studied for their recognition by cyclodextrins in aqueous solution. The guest molecules consist of nitroanilines linked through their amino group to the dodecahydrido-closo-dodecaborate cluster B12H122−, which serves as an anchor group. They show sizable affinity to cyclodextrins, and unexpected photophysical properties, with a very strong and low-energy charge-transfer band. The dodecaborate cluster increases the pKa of the anilines by 5.0 to 5.7 pH units, and the deprotonated forms of the o- and p-nitroaniline derivatives show strong charge transfer absorption bands in the visible part of the spectrum.

Graphical abstract: Binding affinity of aniline-substituted dodecaborates to cyclodextrins

Supplementary files

Article information

Article type
Communication
Submitted
19 11 2021
Accepted
17 1 2022
First published
18 1 2022
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2022,58, 2363-2366

Binding affinity of aniline-substituted dodecaborates to cyclodextrins

T. Marei, M. K. Al-Joumhawy, M. A. Alnajjar, W. M. Nau, K. I. Assaf and D. Gabel, Chem. Commun., 2022, 58, 2363 DOI: 10.1039/D1CC06524F

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