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      Strong Affinity of Triazolium-Appended Dipyrromethenes (TADs) for BF 4 −

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          Abstract

          Because BF 4 − is a labile, non- or weakly coordinating anion, it is generally chosen by chemists who do not want the anion to interfere with the associated cation. Herein, we demonstrate that BF 4 − actually strongly binds to triazole-appended dipyrromethenes (TADs). In particular, HETCOR NMR experiments and DFT calculations were used to rationalize the results observed with anion titrations. Hence, special care should be taken when considering that BF 4 − is innocent.

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          Beyond click chemistry - supramolecular interactions of 1,2,3-triazoles.

          Benjamin Schulze, Ulrich Schubert (2014)
          The research on 1,2,3-triazoles has been lively and ever-growing since its stimulation by the advent of click chemistry. The attractiveness of 1H-1,2,3-triazoles and their derivatives originates from their unique combination of facile accessibility via click chemistry and truly diverse supramolecular interactions, which enabled myriads of applications in supramolecular and coordination chemistry. The nitrogen-rich triazole features a highly polarized carbon atom allowing the complexation of anions by hydrogen and halogen bonding or, in the case of the triazolium salts, via charge-assisted hydrogen and halogen bonds. On the other hand, the triazole offers several N-coordination modes including coordination via anionic and cationic nitrogen donors of triazolate and triazolium ions, respectively. After CH-deprotonation of the triazole and the triazolium, powerful carbanionic and mesoionic carbene donors, respectively, are available. The latter coordination mode even features non-innocent ligand behavior. Moreover, these supramolecular interactions can be combined, e.g., in ion-pair recognition, preorganization by intramolecular hydrogen bond donation and acceptance, and in bimetallic complexes. Ultimately, by clicking two building blocks into place, the triazole emerges as a most versatile functional unit allowing very successful applications, e.g., in anion recognition, catalysis, and photochemistry, thus going far beyond the original purpose of click chemistry. It is the intention of this review to provide a detailed analysis of the various supramolecular interactions of triazoles in comparison to established functional units, which may serve as guidelines for further applications.
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            Pure CH Hydrogen Bonding to Chloride Ions: A Preorganized and Rigid Macrocyclic Receptor

            Yongjun Li, Amar H Flood (2008)
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              Anion-Templated Assembly of a Supramolecular Cage Complex

              Michael D. Ward, John Jeffery, Jon McCleverty … (1998)
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                Author and article information

                Contributors
                Attila Bende: Role: Academic Editor
                Journal
                Journal ID (nlm-ta): Molecules
                Journal ID (iso-abbrev): Molecules
                Journal ID (publisher-id): molecules
                Title: Molecules
                Publisher: MDPI
                ISSN (Electronic): 1420-3049
                Publication date (Electronic): 05 October 2020
                Publication date Collection: October 2020
                Volume: 25
                Issue: 19
                Electronic Location Identifier: 4555
                Affiliations
                [1 ]ICBMS-UMR 5246, Université de Lyon, Université Claude Bernard Lyon 1, Campus Lyon-Tech la Doua, Bâtiment Lederer, 1, Rue Victor Grignard, 69622 Villeurbanne, France; charles.guerin4@ 123456gmail.com (C.G.); zhanzhang1006@ 123456sina.com (Z.Z.); ludivine.jean-gerard@ 123456univ-lyon1.fr (L.J.-G.)
                [2 ]Laboratoire de Chimie, CNRS UMR 5182, Université de Lyon, ENS de Lyon, Site Monod, Bâtiment M6, 69364 Lyon, France; stephan.steinmann@ 123456ens-lyon.fr
                Author notes
                [* ]Correspondence: carine.michel@ 123456ens-lyon.fr (C.M.); bruno.andrioletti@ 123456univ-lyon1.fr (B.A.); Tel.: +33-4-7244-6264 (B.A.)
                Author information
                https://orcid.org/0000-0002-2777-356X
                https://orcid.org/0000-0002-8413-959X
                Article
                Publisher ID: molecules-25-04555
                DOI: 10.3390/molecules25194555
                PMC ID: 7582478
                PubMed ID: 33028023
                SO-VID: edb1ff71-d708-4699-9c66-e81e2d25dda7
                Copyright © © 2020 by the authors.
                License:

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                Date received : 27 August 2020
                Date accepted : 30 September 2020
                Categories
                Subject: Communication

                Keywords: anions,host-guest systems,n ligands,triazolium,boron tetrafluoride
                Data availability:
                Keywords: anions, host-guest systems, n ligands, triazolium, boron tetrafluoride

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