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.

The synthesis of two novel neutral receptors and their anion binding properties

2004 ◽  
Vol 82 (3) ◽  
pp. 454-460 ◽  
Author(s):  
Zhen-Ya Zeng ◽  
Yong-Bing He ◽  
Lan-Hua Wei ◽  
Jin-Long Wu ◽  
Yan-Yan Huang ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Nmr Spectroscopy ◽  
Hydrogen Bonds ◽  
Color Change ◽  
Anion Recognition ◽  
Association Constants ◽  
Anion Binding ◽  
Binding Properties ◽  
Pale Yellow ◽  
H Nmr

Two new neutral receptors (1 and 2) containing thiourea and amide groups were synthesized by simple steps in good yields. The binding properties of 1 and 2 with anions were examined by UV–vis, fluorescence, and 1H NMR spectroscopy. Receptor 1 had a better AcO–: H2PO4– selectivity in comparison with that for receptor 2. The association constants of 1·AcO–, 2·AcO–, and 2·H2PO4– were higher in comparison with those of other anions (Cl–, Br–, I–, p-NO2PhO–, and p-NO2PhOPO32–). In particular, a clear color change was observed, from pale yellow to red-brown, upon addition of AcO– to the solution of 1 in DMSO. The UV–vis and fluorescence data indicate that a 1:1 stoichiometry complex is formed between compound 1 or 2 and anions through hydrogen-bonding interactions.Key words: neutral receptors, anion recognition, synthesis, hydrogen 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.

Experimental and Theoretical Evidence of the Bidentate Binding Mode of Dichloroacetamido Groups at the Upper Rim of Calix[4]arene Hydrogen-Bonding Anion Receptors

2004 ◽  
Vol 69 (5) ◽  
pp. 1063-1079 ◽  
Author(s):  
Alessandro Casnati ◽  
Francesca Bonetti ◽  
Francesco Sansone ◽  
Franco Ugozzoli ◽  
Rocco Ungaro
Keyword(s):  
Hydrogen Bonding ◽  
Binding Mode ◽  
Association Constants ◽  
Anion Binding ◽  
Anion Receptors ◽  
Binding Properties ◽  
Carboxylate Anions ◽  
Molecular Modeling Studies ◽  
Theoretical Evidence ◽  
Upper Rim

Calix[4]arenes in the 1,3-alternate conformation (1-3) and bearing activated amide groups at the upper rim have been synthesized and their anion binding properties studied and compared with conformationally mobile (4) or cone (Ib) receptors having the same binding groups. Association constants determined in CDCl3 show a stronger complexation for Y-shaped carboxylate anions and a higher efficiency for receptors (Ib and 3) bearing dichloroacetamido moieties as hydrogen bonding donor groups. Molecular modeling studies performed on the cone derivative (Ib) and its 1,3-alternate isomer (10) and ab initio calculations on 4-methoxyaniline derivatives (11-13) used as simplified models, reveal that the α,α-dichloroacetamido moieties bind anions in a bidentate fashion using both the N-H and the CHCl2 as hydrogen bonding donor groups. This explains the higher efficiency in carboxylate binding found for Ib and 3 that incorporate the dichloroacetamido binding unit in their structures.

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 [C–H⋯anion] interactions mediate the templation and anion binding properties of topologically non-trivial metal–organic structures in aqueous solutions

2016 ◽  
Vol 7 (4) ◽  
pp. 2524-2531 ◽  
Author(s):  
Rana A. Bilbeisi ◽  
Thirumurugan Prakasam ◽  
Matteo Lusi ◽  
Roberto El Khoury ◽  
Carlos Platas-Iglesias ◽  
...  
Keyword(s):  
Aqueous Solutions ◽  
Anion Recognition ◽  
Anion Binding ◽  
Binding Properties ◽  
Metal Organic ◽  
Knots And Links

We report the anion-recognition properties and anion-mediated templation of Metal-Organic knots and links in aqueous solutions.

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.

Synthesis and anion binding properties of porphyrins and related compounds

2016 ◽  
Vol 20 (08n11) ◽  
pp. 950-965 ◽  
Author(s):  
Flávio Figueira ◽  
João M.M. Rodrigues ◽  
Andreia A.S. Farinha ◽  
José A.S. Cavaleiro ◽  
João P.C. Tomé
Keyword(s):  
Anion Recognition ◽  
Anion Binding ◽  
Anion Receptors ◽  
Binding Studies ◽  
Binding Properties ◽  
Related Research ◽  
Expanded Porphyrins ◽  
Recent Developments ◽  
Related Compounds

Over the last two decades the preparation of pyrrole-based receptors for anion recognition has attracted considerable attention. In this regard porphyrins, phthalocyanines and expanded porphyrins have been used as strong and selective receptors while the combination of those with different techniques and materials can boost their applicability in different applications as chemosensors and extracting systems. Improvements in the field, including the synthesis of this kind of compounds, can contribute to the development of efficient, cheap, and easy-to-prepare anion receptors. Extensive efforts have been made to improve the affinity and selectivity of these compounds and the continuous expansion of related research makes this chemistry even more promising. In this review, we summarize the most recent developments in anion binding studies while outlining the strategies that may be used to synthesize and functionalize these type of macrocycles.

Conformationally switchable non-cyclic tetrapyrrole receptors: synthesis of tetrakis(1H-pyrrole-2-carbaldehyde) derivatives and their anion binding properties

2014 ◽  
Vol 50 (80) ◽  
pp. 11863-11866 ◽  
Author(s):  
Murat K. Deliomeroglu ◽  
Vincent M. Lynch ◽  
Jonathan L. Sessler
Keyword(s):  
Anion Recognition ◽  
Anion Binding ◽  
Binding Properties ◽  
High Affinity

Acyclic tetrapyrrolic receptors display high affinity for dihydrogenphosphate and pyrophosphate anions in CHCl3 with anion recognition enhancing the solubility of the receptor.

scholarly journals Enhancing the enantioselective recognition and sensing of chiral anions by halogen bonding

2016 ◽  
Vol 52 (32) ◽  
pp. 5527-5530 ◽  
Author(s):  
Jason Y. C. Lim ◽  
Igor Marques ◽  
Liliana Ferreira ◽  
Vítor Félix ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Electrochemical Sensing ◽  
Enantioselective Recognition

Novel halogen bonding chiral (S)-1,1′-bi-2-naphthol-based receptor molecules significantly enhance enantioselective anion recognition and electrochemical sensing compared to their hydrogen bonding analogues.

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