Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 14, 2020
Previous Article Next Article

The anionic recognition mechanism based on polyol and boronic acid receptors

Author affiliations

Abstract

Anion selective recognition plays pivotal roles in the environmental field. The polyol and boronic acid receptor classes are investigated here to recognize the chloride (Cl); fluoride (F); dihydrogen phosphate (H2PO4); acetate (AcO); bromide (Br); and hydrogen sulfate (HSO4) anions. Energy Decomposition Analysis (EDA) shows that the anion–receptor interactions are predominantly electrostatic. Interestingly, the increase of the number of –CF3 groups or of the carbonic chain in the polyol structure favors Cl recognition. The polyol–Cl interactions are more attractive than the boronic acid–Cl bond. Boronic acid recognizes F and H2PO4 with the most attractive energies. The Quantum Theory of Atoms in Molecules (QTAIM) method elucidated that the recognition of AcO, Cl, Br, and HSO4 by the receptors is maintained through hydrogen bonds, while the recognition of F and H2PO4 by boronic acid involves B⋯F and B⋯O–P bonds, respectively, showing a larger covalent character compared to other boronic acid–anion bonds, but with a primarily electrostatic nature.

Graphical abstract: The anionic recognition mechanism based on polyol and boronic acid receptors

Back to tab navigation

Supplementary files

Article information


Submitted
14 Dec 2019
Accepted
10 Mar 2020
First published
10 Mar 2020

New J. Chem., 2020,44, 5564-5571
Article type
Paper

The anionic recognition mechanism based on polyol and boronic acid receptors

R. P. Orenha, C. H. Cintra, L. B. Peixoto, É. H. da Silva, G. F. Caramori, A. O. Ortolan, M. J. Piotrowski and R. L. T. Parreira, New J. Chem., 2020, 44, 5564
DOI: 10.1039/C9NJ06200A

Social activity

Search articles by author

Spotlight

Advertisements