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

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 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 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

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.

The Geometry Structures and IR Properties of the Urea-Based Derivation Functional Molecular Materials Used for the Chlorine Anion Recognition

2013 ◽  
Vol 634-638 ◽  
pp. 37-41
Author(s):  
Kun Yuan ◽  
Yuan Cheng Zhu ◽  
Yan Zhi Liu ◽  
Hui An Tang
Keyword(s):  
Density Function ◽  
Vibrational Frequency ◽  
Halogen Bond ◽  
Anion Recognition ◽  
Recognition System ◽  
Red Shift ◽  
Potential Shift ◽  
Chlorine Anion ◽  
B3lyp Method ◽  
Materials Used

The geometry structures and IR properties of the non-involving fluorine (A) and involving fluorine (B) urea-based derivation receptors used recognition for chlorine anion (Cl-) was investigated by using the density function Becke, three-parameter, Lee-Yang-Parr (B3LYP) method. The involving fluorine urea-based derivation receptor (B) presents a better recognition capable for the Cl-. In the A…Cl- recognition system, the stretch vibrational frequency of the N-H bond presents an obvious red-shift, and the red-shift value higher than 12.4 cm-1, moreover, the IR intensity increased from 8.26 km•mol-1 of the monomer to 312.12km•mol-1 of the recognition system. However, as for the C-I bonds of the halogen bond donors of the receptor molecules A and B, their stretch vibrational frequencies present the different potential shift.

Superior perrhenate anion recognition in water by a halogen bonding acyclic receptor

2015 ◽  
Vol 51 (17) ◽  
pp. 3686-3688 ◽  
Author(s):  
Jason Y. C. Lim ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Fluorescence Sensing

The first example of perrhenate anion binding and fluorescence sensing in water by a halogen bond donor is reported.

Halogen bonding anion recognition

2016 ◽  
Vol 52 (56) ◽  
pp. 8645-8658 ◽  
Author(s):  
Asha Brown ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Receptor ◽  
Feature Article ◽  
Recent Advances ◽  
Receptor Design ◽  
Made In

The development of solution-based anion receptor molecules which exploit halogen bonding interactions is an emerging area of research. This Feature Article reviews recent advances which have been made in this rapidly developing field, surveying the use of iodoperfluoroarene, haloimidazolium and halotriazole/triazolium halogen-bond-donor motifs in anion receptor design and describing the application of mechanically interlocked rotaxane and catenane frameworks as halogen bonding anion host systems.

Contrasting anion recognition behaviour exhibited by halogen and hydrogen bonding rotaxane hosts

2015 ◽  
Vol 13 (9) ◽  
pp. 2582-2587 ◽  
Author(s):  
Stuart P. Cornes ◽  
Charles H. Davies ◽  
David Blyghton ◽  
Mark R. Sambrook ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Halogen Bond ◽  
Anion Recognition ◽  
Dihydrogen Phosphate ◽  
Donor Group ◽  
Hydrogen Bond Donor

A [2]rotaxane anion host that switches selectivity from dihydrogen phosphate to the halides upon substituting a hydrogen bond donor group for a halogen bond donor group within the axle component is described.

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