Enhancement of anion recognition exhibited by a zinc-imidazole-based ion-pair receptor composed of C–H hydrogen- and halogen-bond donor groups

2018 ◽  
Vol 47 (44) ◽  
pp. 15941-15947 ◽  
Author(s):  
Paula Sabater ◽  
Fabiola Zapata ◽  
Bernardo López ◽  
Israel Fernández ◽  
Antonio Caballero ◽  
...  
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Ion Pair

A 2-haloimidazole derivative behaves as an anion-pair receptor in which the anion is recognised by a combination of nonconventional interactions.

scholarly journals Using beryllium bonds to change halogen bonds from traditional to chlorine-shared to ion-pair bonds

2015 ◽  
Vol 17 (3) ◽  
pp. 2259-2267 ◽  
Author(s):  
Ibon Alkorta ◽  
José Elguero ◽  
Otilia Mó ◽  
Manuel Yáñez ◽  
Janet E. Del Bene
Keyword(s):  
Halogen Bond ◽  
Ion Pair ◽  
Ternary Complexes ◽  
Halogen Bonds ◽  
Bond Type ◽  
Cooperative Effects ◽  
Pair Bonds

Dramatic synergistic cooperative effects between Be⋯F beryllium bonds and Cl⋯N halogen bonds in XYBe:FCl:N-base ternary complexes lead to changes in the halogen-bond type from traditional to chlorine-shared to ion-pair bonds.

scholarly journals Superior anion induced shuttling behaviour exhibited by a halogen bonding two station rotaxane

2016 ◽  
Vol 7 (8) ◽  
pp. 5171-5180 ◽  
Author(s):  
Timothy A. Barendt ◽  
Sean W. Robinson ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Halogen Bond ◽  
Translational Motion ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Recognition Site ◽  
Naphthalene Diimide

Two bistable halogen and hydrogen bonding-naphthalene diimide [2]rotaxanes have been prepared and the system incorporating a halogen bond donor anion recognition site is demonstrated to exhibit superior anion induced translational motion of the macrocyclic wheel component relative to the hydrogen bonding analogue.

scholarly journals Anion Recognition by Neutral and Cationic Iodotriazole Halogen Bonding Scaffolds

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 798
Author(s):  
Iñigo Iribarren ◽  
Goar Sánchez-Sanz ◽  
Cristina Trujillo
Keyword(s):  
Density Functional ◽  
Computational Study ◽  
Halogen Bond ◽  
Anion Recognition ◽  
Lone Pair ◽  
Halogen Bonding ◽  
Binding Energies ◽  
Bond Critical Point ◽  
Density Values ◽  
Intramolecular Hydrogen

A computational study of the iodide discrimination by different neutral and cationic iodotriazole halogen bonding hosts was carried out by means of Density Functional Theory. The importance of the size of the scaffold was highlighted and its impact observed in the binding energies and intermolecular X⋯I distances. Larger scaffolds were found to reduce the electronic repulsion and increase the overlap between the halide electron lone pair and the corresponding I-C antibonding orbital, increasing the halogen bonding interactions. Additionally, the planarity plays an important role within the interaction, and can be tuned using hydroxyl to perform intramolecular hydrogen bonds (IMHB) between the scaffold and the halogen atoms. Structures with IMHB exhibit stronger halogen bond interactions, as evidenced by the shorter intramolecular distances, larger electron density values at the bond critical point and more negative binding energies.

scholarly journals Cationic all-halogen bonding rotaxanes for halide anion recognition

2017 ◽  
Vol 203 ◽  
pp. 245-255 ◽  
Author(s):  
Xiaoxiong Li ◽  
Jason Y. C. Lim ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Halide Anion ◽  
H Nmr ◽  
Organic Solvent Media ◽  
Synthetic Strategy ◽  
Anion Selectivity ◽  
Active Metal

A family of cationic halogen bonding [2]rotaxanes have been synthesised via an active-metal template synthetic strategy. 1H NMR spectroscopic anion titration investigations reveal these interlocked host systems recognize halides selectively over oxoanions in aqueous–organic solvent media. Furthermore, systematically modulating the rigidity and size of the rotaxanes’ anion binding cavities via metal complexation, as well as by varying the number of halogen bond-donor groups in the axle component, was found to dramatically influence halide anion selectivity.

scholarly journals Copper(ii)-directed synthesis of neutral heteroditopic [2]rotaxane ion-pair host systems incorporating hydrogen and halogen bonding anion binding cavities

2017 ◽  
Vol 46 (39) ◽  
pp. 13376-13385 ◽  
Author(s):  
Asha Brown ◽  
Katrina M. Mennie ◽  
Owen Mason ◽  
Nicholas G. White ◽  
Paul D. Beer
Keyword(s):  
Anion Recognition ◽  
Halogen Bonding ◽  
Ion Pair ◽  
Anion Binding ◽  
Directed Synthesis

Neutral heteroditopic [2]rotaxane ion-pair host systems were synthesised via a copper(ii)-directed metal template strategy and shown to undergo cooperative anion recognition with a co-bound zinc(ii) cation.

scholarly journals Evidence for Halogen Bond Covalency in Acyclic and Interlocked Halogen-Bonding Receptor Anion Recognition

2014 ◽  
Vol 137 (1) ◽  
pp. 499-507 ◽  
Author(s):  
Sean W. Robinson ◽  
Chantal L. Mustoe ◽  
Nicholas G. White ◽  
Asha Brown ◽  
Amber L. Thompson ◽  
...  
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Bond Covalency

Halotriazolium Axle Functionalised [2]Rotaxanes for Anion Recognition: Investigating the Effects of Halogen-Bond Donor and Preorganisation

2014 ◽  
Vol 20 (37) ◽  
pp. 11740-11749 ◽  
Author(s):  
James M. Mercurio ◽  
Richard C. Knighton ◽  
James Cookson ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition

scholarly journals Neutral iodotriazole foldamers as tetradentate halogen bonding anion receptors

2017 ◽  
Vol 53 (16) ◽  
pp. 2483-2486 ◽  
Author(s):  
Arseni Borissov ◽  
Jason Y. C. Lim ◽  
Asha Brown ◽  
Kirsten E. Christensen ◽  
Amber L. Thompson ◽  
...  
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Chiral Discrimination ◽  
Anion Receptors

A tetradentate halogen bond donor foldamer receptor framework is shown to exhibit enhanced anion recognition and chiral discrimination properties.

Ion-Pair Recognition by Metal - Salophen and Metal - Salen Complexes

2012 ◽  
Vol 65 (12) ◽  
pp. 1638 ◽  
Author(s):  
Francesco Yafteh Mihan ◽  
Silvia Bartocci ◽  
Michele Bruschini ◽  
Paolo De Bernardin ◽  
Gianpiero Forte ◽  
...  
Keyword(s):  
Binding Sites ◽  
Ion Pairs ◽  
Anion Recognition ◽  
Short Review ◽  
Ion Pair ◽  
Cation Binding ◽  
Binding Motifs ◽  
Salen Complexes ◽  
Challenging Research ◽  
Anionic Species

The development of heteroditopic receptor systems that can simultaneously bind cationic and anionic species is one of the most challenging research topics in supramolecular chemistry, attracting the attention of a large number of research groups worldwide. Such an interest is due especially to the fact that the overall receptor–ion-pair complex is neutral and this can be advantageous in many situations, such as salt solubilization and extraction, and membrane-transport applications. Receptors designed for ion-pair complexation are molecules comprising well-known anion-binding motifs and familiar cation-binding sites. An important family of compounds that can use metal Lewis-acidic centres for anion recognition and that can be easily derivatized to introduce an additional binding site for the cation is metal–salophen and metal–salen complexes. This short review shows that the high versatility of salen and salophen ligands and of the corresponding metal complexes allows, through simple modifications of the basic skeleton, the obtention of highly efficient receptors for ion pairs.

Exploiting cooperative binding of ion-pair to boost anion recognition in water/acetonitrile mixtures

Tetrahedron ◽  
2017 ◽  
Vol 73 (51) ◽  
pp. 7190-7194 ◽  
Author(s):  
Dominika Załubiniak ◽  
Joanna Kos ◽  
Piotr Piątek
Keyword(s):  
Anion Recognition ◽  
Ion Pair ◽  
Cooperative Binding
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