A Halogen-Bonding Bis-triazolium Rotaxane for Halide-Selective Anion Recognition

2014 ◽  
Vol 21 (4) ◽  
pp. 1660-1665 ◽  
Author(s):  
Benjamin R. Mullaney ◽  
Benjamin E. Partridge ◽  
Paul D. Beer
Keyword(s):  
Anion Recognition ◽  
Halogen Bonding

scholarly journals Anion and pH dependent molecular motion by a halogen bonding [2]rotaxane

2019 ◽  
Vol 55 (67) ◽  
pp. 9975-9978 ◽  
Author(s):  
Harry A. Klein ◽  
Heike Kuhn ◽  
Paul D. Beer
Keyword(s):  
Molecular Motion ◽  
Anion Recognition ◽  
Colour Change ◽  
Halogen Bonding ◽  
Chloride Anion ◽  
Naked Eye ◽  
Ph Dependent

A halogen bonding [2]rotaxane undergoes macrocycle translocation only upon both protonation and chloride anion recognition, resulting in a naked-eye detectable colour change.

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.

A new halogen bonding 1,2-iodo-triazolium-triazole benzene motif for anion recognition

Polyhedron ◽  
2021 ◽  
Vol 209 ◽  
pp. 115482
Author(s):  
Thanthapatra Bunchuay ◽  
Andrew Docker ◽  
Nicholas G. White ◽  
Paul D. Beer
Keyword(s):  
Anion Recognition ◽  
Halogen Bonding

Charge Neutral Halogen Bonding Tetradentate-Iodotriazole Macrocycles Capable of Anion Recognition and Sensing in Highly Competitive Aqueous Media

2021 ◽  
Author(s):  
Thanthapatra Bunchuay ◽  
Kajjana Boonpalit ◽  
Andrew Docker ◽  
Araya Ruengsuk ◽  
Jonggol Tantirungrotechai ◽  
...  
Keyword(s):  
1H Nmr ◽  
Aqueous Media ◽  
Anion Recognition ◽  
Halogen Bonding

A series of neutral tetradentate halogen bonding (XB) macrocycles, comprising of two bis-iodotriazole XB donors were synthesised in 60-70% yields via a stepwise CuAAC-mediated cyclisation strategy. Extensive 1H NMR anion...

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.

Halogen bonding: a general route in anion recognition and coordination

2010 ◽  
Vol 39 (10) ◽  
pp. 3772 ◽  
Author(s):  
Gabriella Cavallo ◽  
Pierangelo Metrangolo ◽  
Tullio Pilati ◽  
Giuseppe Resnati ◽  
Maurizio Sansotera ◽  
...  
Keyword(s):  
Anion Recognition ◽  
Halogen Bonding

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 Tripodal halogen bonding iodo-azolium receptors for anion recognition

RSC Advances ◽  
2017 ◽  
Vol 7 (19) ◽  
pp. 11253-11258 ◽  
Author(s):  
Sheila Ruiz-Botella ◽  
Pietro Vidossich ◽  
Gregori Ujaque ◽  
Eduardo Peris ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Binding Properties

The preparation and anion binding properties of 1,3,5-tri-substituted benzene platform-based tripodal receptors containing halogen bonding (XB) iodo-imidazolium and iodo-triazolium motifs, and hydrogen bonding (HB) analogues are described.

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.

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