Anthracene‐Labeled 1,2,3‐Triazole‐Linked Bispyridinium Amide for Selective Sensing of H2PO4– by Fluorescence and Gel Formation

Ghosh, Kumaresh; Sarkar, Avik; Chattopadhyay, Asoke P.

doi:10.1002/ejoc.201101240

Cited by 33 publications

(10 citation statements)

References 46 publications

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“…The other anions gave only small changes in emission, so the determination of association constants was not possible. Interestingly, receptor 46 formed a stable gel in CHCl 3 with 10 % acetonitrile in the presence of [H 2 PO 4 – ] 71…”

Section: Applicationsmentioning

confidence: 99%

“…Gel phases have been also obtained as a result of an anion recognition process. For instance, Ghosh et al have reported evidence of thermoreversible gel phase formation occurring in a binary CH 3 CN/CHCl 3 (90:10) mixture after the addition of two equivalents of Bu 4 NH 2 PO 4 to receptor 46 (Scheme ) 71. Atomic force microscopy (AFM) investigation showed that the gel morphology was characterized by the presence of spherical aggregates.…”

Section: Applicationsmentioning

confidence: 99%

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Di‐ and Tricationic Organic Salts: An Overview of Their Properties and Applications

D’Anna¹,

Noto²

2014

Eur J Org Chem

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During recent years growing interest has been devoted to the synthesis and applications of polycationic organic salts. Among them, di‐ and tricationic organic salts can be considered the natural evolution of monocationic ones. These last have given rise to the large class of ionic liquids. In the cases of di‐ and tricationic organic salts, the potential to change their structural features simply by varying the properties either of the charged heads or of the spacers separating them provides the opportunity to obtain materials suitable for different applications. This review article highlights recent progress in the study of the properties of di‐ and tricationic organic salts, as well as in some of their uses as solvent systems, receptors for anion recognition, ionic liquid crystals, low‐molecular‐weight gelators, additives for dye‐sensitized solar cells, and so on.

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Section: Applicationsmentioning

confidence: 99%

Section: Applicationsmentioning

confidence: 99%

Di‐ and Tricationic Organic Salts: An Overview of Their Properties and Applications

D’Anna¹,

Noto²

2014

Eur J Org Chem

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“…During our ongoing effort in the area of supramolecular chemistry research, we have used the different simple heterocylic motifs (e. g., pyridinium,, benzimidazolium and benzimidazole, triazole− etc.) in devising some useful molecular sensors for ionic substrates.…”

Section: Introductionmentioning

confidence: 99%

Visual Sensing of Ag⁺ Ions through Gelation of Cholesterol‐ Appended Benzimidazole and Associated Ion Conducting Behaviour

2017

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Cholesterol‐appended benzimidazole 1 has been synthesized. The gelation ability of the compound 1 has been examined in different solvents and it exhibits strong gelation with silver perchlorate in DMF:H2O (1:1, v/v). Silver ion specific gelation in DMF: H2O highlights the compound 1 as excellent visual detector of Ag+ ions over a series of other metal ions. Furthermore, silver‐induced gel of 1 shows thermally activated ionic conductivity due to the movement of Ag+ ions within the gel network.

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“…[33][34][35][36][37][38][39] Therefore, the detection of H 2 PO 4 À selectively among other biologically relevant phosphates, such as adenosine monophosphate (AMP 2À ), adenosine diphosphate (ADP 2À ), and adenosine triphosphate (ATP 2À ), is very important. [40][41][42][43][44][45][46][47][48][49][50][51][52][53] Recently,wereported an anthracenyl-appended triazole-linked receptor that was selective to Co 2 + . [54] Whent his receptor was quarternized at the triazole nitrogena toms,e ffective binding to biologically relevant triphosphateswas obtained.…”

Section: Introductionmentioning

confidence: 99%

A 1,3‐Capped Calix[4] Conjugate Possessing an Amine Moiety as an Anion Receptor: Reversible Anion Sensing Detected by Spectroscopy and Characterization of the Supramolecular Features by Microscopy

Nehra

Yarramala

Rao

2016

Chemistry A European J

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A phenylenediamine-capped conjugate of calix[4]arene (Lamino ) was synthesized by reducing its precursor, Limino , with sodium borohydride in methanol. The Lamino sample binds to anions due to the more flexible and bent conformation of the capped aminophenolic binding core, compared to the precursor Limino . The Lamino sample showed selectivity towards H2 PO4 (-) by exhibiting a ratiometric increase in emission by about 11-fold with a detection limit of (1.2±0.2) μm ((116±20) ppb) over 15 anions studied, including other phosphates, such as P2 O7 (4-) , adenosine monophosphate (AMP(2-) ), adenosine diphosphate (ADP(2-) ), and adenosine triphosphate (ATP(2-) ). The Lamino sample shows an increase in the absorbance at λ=315 nm in the presence of H2 PO4 (-) , CO3 (2-) , HCO3 (-) , CH3 CO2 (-) , and F(-) . The (1) H NMR spectroscopic titration of Lamino with H2 PO4 (-) , F(-) , and CH3 CO2 (-) showed major changes in the phenylene-capped and salicyl moieties, and thereby, confirming the aminophenolic region as the binding core. However, the binding strength of these anions followed the trend H2 PO4 (-) >F(-) ≫CH3 CO2 (-) >HSO4 (-) . The heat changes observed by isothermal titration calorimetry support this trend. The Lamino sample showed reversible sensing towards H2 PO4 (-) and F(-) in the presence of Mg(2+) and Ca(2+) , respectively. NOESY studies of Lamino , in comparison with its anionic complexes, revealed that major conformational changes occurred in the capping region to facilitate the binding of anion. ESI-MS and the Job's method revealed 1:1 stoichiometry between Lamino and H2 PO4 (-) or F(-) . In the SEM micrographs of Lamino , the spherical particles are converted into spherical aggregates and further form large agglomerates and even branched sheets in the presence of anions, depending upon their binding strength.

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Anthracene‐Labeled 1,2,3‐Triazole‐Linked Bispyridinium Amide for Selective Sensing of H₂PO₄^– by Fluorescence and Gel Formation

Cited by 33 publications

References 46 publications

Di‐ and Tricationic Organic Salts: An Overview of Their Properties and Applications

Di‐ and Tricationic Organic Salts: An Overview of Their Properties and Applications

Visual Sensing of Ag⁺ Ions through Gelation of Cholesterol‐ Appended Benzimidazole and Associated Ion Conducting Behaviour

A 1,3‐Capped Calix[4] Conjugate Possessing an Amine Moiety as an Anion Receptor: Reversible Anion Sensing Detected by Spectroscopy and Characterization of the Supramolecular Features by Microscopy

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Anthracene‐Labeled 1,2,3‐Triazole‐Linked Bispyridinium Amide for Selective Sensing of H2PO4– by Fluorescence and Gel Formation

Cited by 33 publications

References 46 publications

Di‐ and Tricationic Organic Salts: An Overview of Their Properties and Applications

Di‐ and Tricationic Organic Salts: An Overview of Their Properties and Applications

Visual Sensing of Ag+ Ions through Gelation of Cholesterol‐ Appended Benzimidazole and Associated Ion Conducting Behaviour

A 1,3‐Capped Calix[4] Conjugate Possessing an Amine Moiety as an Anion Receptor: Reversible Anion Sensing Detected by Spectroscopy and Characterization of the Supramolecular Features by Microscopy

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Product

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Anthracene‐Labeled 1,2,3‐Triazole‐Linked Bispyridinium Amide for Selective Sensing of H₂PO₄^– by Fluorescence and Gel Formation

Visual Sensing of Ag⁺ Ions through Gelation of Cholesterol‐ Appended Benzimidazole and Associated Ion Conducting Behaviour