Herein, we report the synthesis, characterization, supramolecular gelation and multiple applications of 6-aminocoumarin-derived Schiff bases 1 and 2. Both Schiff bases underwent gelation in DMF-HO (2 : 1, v/v), DMSO-HO (2 : 1, v/v) and dioxane-HO (2 : 1, v/v) involving weak forces. Furthermore, the gels were stable and exhibited good viscoelastic properties.
View Article and Find Full Text PDFThe synthesis, characterization, and application of a new cyanostyrylcopillar[5]arene is reported. Single-crystal X-ray diffraction and other spectroscopic techniques confirm the identity of the new copillar . The X-ray diffraction study reveals that the copillar exhibits a 1D supramolecular chain in the solid state involving π···π interactions along the crystallographic -axis and 1D chains are further connected by interchain C-H···π interactions to establish 2D supramolecular layers within the crystallographic -plane.
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
January 2024
A naphthalimide-labeled rhodamine hydrazone derivative HL has been synthesized, characterized and examined in metal ion recognition. It shows selective colorimetric detection of Cu over a number of other metal ions with a detection limit of 1.66 × 10 M in CHCN/HEPES buffer (v/v = 2:1, pH = 6.
View Article and Find Full Text PDFCoumarin carbamates with cholesteryl group 1 and 2 have been designed, synthesized and characterized. The isomeric compounds show different gelation behaviors in organic solvents such as toluene and CH CN. Rheological studies reveal the different viscoelastic properties of the gels.
View Article and Find Full Text PDFNapthalimide-linked pyridylazo derivatives 1 and 2 have been designed and synthesized. Compound 1 acts as a gelator in DMF-HO (1 : 1, v/v). The brown gel is photostable and shows good viscoelastic properties.
View Article and Find Full Text PDFTo develop fluorophore-labelled pyridinium-based macromolecular architectures for fluorometric and colorimetric detection of anions, two polymers P1 and P2 are synthesized. Linear polymer P1 and cross-linked polymer P2, prepared from N-methacryloyl-3-aminopyridine monomers via free radical polymerization followed by quaternization of the pyridine ring nitrogen with anthracene as a fluorescent marker, have been successfully employed in anion sensing. P1 exhibits excellent sensing of HPPi in aqueous DMSO.
View Article and Find Full Text PDF2,6-Diaminopyridine-coupled rhodamines and have been synthesized, and the effect of substitution on amine functionality toward metal-ion interactions and self-assembly is thoroughly investigated. Both the compounds effectively recognize different metal ions of biological significance fluorimetrically and colorimetrically with a high degree of selectivity and sensitivities. While compound is sensitive to Fe ions, compound is responsive to both Fe and Al ions in aqueous CHCN (4/1, v/v; 10 mM tris HCl buffer, pH 6.
View Article and Find Full Text PDFCompounds 1, 2 and 3 with a common strategy of variation of substituent at the 4-position of naphthalimide have been designed and synthesized. Of the three structures, compound 1 has been established as F sensor in CHCN involving a color change from colorless to pink. The pink color is discharged in the presence of water or any polar protic solvent.
View Article and Find Full Text PDFDinitrobenzenesulfonyl-protected naphthyl azo pyridine conjugate has been designed and synthesized. Compound acts as a nongelator in dimethyl sulfoxide (DMSO)-HO (1:1, v/v) while its hydroxy counterpart can form a nice gel in the same solvent. In the presence of sulfide, compound undergoes rapid sulfonate ester hydrolysis and results in the formation of azo-naphthol that responds in instant gelation.
View Article and Find Full Text PDFA new rhodamine-based chemosensor with a six-membered spirocyclic ring has been synthesized, which exhibits excellent pH stability and shows selective "turn-on" fluorescent detection of Cu ions over a series of other metal ions including Cu ions. The expansion of spirocycle improves the stability and selectivity of the chemosensors in sensing of metal ions. Till today only few rhodamine structures - with thiourea-, hydrazine amide-, or pyrrole-decorated six-membered spirocyclic rings are known that exhibit metal-ion sensing via C-N bond cleavage of the spiro ring.
View Article and Find Full Text PDFA series of cholesterol-appended benzimidazolium salts 1-9 have been designed and synthesized. They have been explored in gel chemistry. The gelation of the benzimidazolium salts is dependent on the nature of the counteranions.
View Article and Find Full Text PDFInorg Chem
August 2017
α-Amino acid derived benzimidazole-linked rhodamines have been synthesized, and their metal ion sensing properties have been evaluated. Experimentally, l-valine- and l-phenylglycine-derived benzimidazole-based rhodamines 1 and 2 selectively recognize Al ion in aqueous CHCN (CHCN/HO 4/1 v/v, 10 mM tris HCl buffer, pH 7.0) over the other cations by exhibiting color and "turn-on" emission changes.
View Article and Find Full Text PDFNano-encapsulation of several natural products has become an important tool in enhancing the bioavailability of some modern drugs against many diseases. Pelargonidin is an anthocyanidin found in many fruits and vegetables. Pelargonidin is loaded with poly-lactide-co-glycolic-acid, a non-toxic biodegradable polymer, to produce nano-pelargonidin.
View Article and Find Full Text PDFA simple pyridinium-based tripodal chemosensor, 1, effectively recognizes AMP over ATP and ADP through indicator displacement assay (IDA) technique in water at pH 6.4. The good recognition of 1 is due to the better accommodation of AMP at the core of 1 as well as functional interaction involving hydrogen bonding and charge-charge interaction.
View Article and Find Full Text PDFO-tert-Butyldiphenylsilyl coumarin 1 and 2 dicoumarol have been synthesized and their anion binding properties have been examined in organic and aqueous organic solvents. Compound 1 senses F(-) selectively over the other anions examined in CHCl3 by exhibiting a greater increase in emission. In contrast, compound 2 shows similar selectivity in CHCl3 giving ratiometric change in emission as well as color.
View Article and Find Full Text PDFOrtho-phenylenediamine-based open and macrocyclic receptors have been designed and synthesized. The open receptor 1 and the macrocyclic receptor 2 fluorimetrically distinguish H(2)PO(4)(-) from the other anions examined in CH(3)CN with appreciable binding constant values. As practical applications, they are also sensible to nucleotides in aq.
View Article and Find Full Text PDFCholesterol appended pyridinium ureas 1 and 2 have been designed and synthesized. The unsymmetrical urea-based chemosensor 1 fluorimetrically distinguishes F(-) from the other anions examined in both CH(3)CN and DMSO with appreciable binding constant values. The pyridinium - based symmetrical compound 2 acts as a low molecular weight gelator (LMWG) in CHCl(3) and is capable of detecting F(-) visually by breaking the gel.
View Article and Find Full Text PDFThe pyridinium-based fluororeceptor 1 and the sensor bead 2 recognize hydrogen pyrophosphate effectively through the 'Indicator Displacement Assay' (IDA) technique over a series of other anions in aq CH(3)CN (CH(3)CN/H(2)O = 4:1, v/v, pH = 6.5). The sensor bead 2 is also capable of sensing the same anion selectively in pure water.
View Article and Find Full Text PDFA new rhodamine appended tripodal receptor 1 has been designed and synthesized. The receptor selectively recognizes Hg(2+) ions in CH(3)CN-water (4:1, v/v; 10 μM tris HCl buffer, pH 7.0) by displaying a ratiometric change in emission.
View Article and Find Full Text PDFThe design and synthesis of pyridinium-based symmetrical diamides 1 and 2 along with their anion binding studies through 'indicator-diplacement assay' are reported. Both the chemosensors effectively respond in in CH(3)CN-H(2)O (4 : 1 v/v) at pH = 6.3 for the selective naked-eye detection of citrate.
View Article and Find Full Text PDF(rac)-1,1'-Binaphthyl-based simple receptors 1 and 2 have been designed, synthesized and studied theoretically. The receptors utilize naphthyridine as the binding motifs for complexation of dicarboxylic acids in CHCl(3). The emission of the BINOL moiety was monitored experimentally to ascertain the selectivity and sensitivity of the receptors.
View Article and Find Full Text PDFA new flexible anthracene linked benzimidazolium-based receptor 1 has been designed, synthesized and its binding properties have been studied by NMR, UV-vis and fluorescence spectroscopic techniques. While the receptor 1 exhibits a greater change in emission in the presence of tetrabutylammonium dihydrogenphosphate in CH(3)CN over the other anions studied, iodide is selectively preferred in CHCl(3) containing 0.1% CH(3)CN.
View Article and Find Full Text PDFA new anthracene labeled pyridinium amide-urea conjugate 1 has been designed and synthesized. The receptor shows a different fluorometric response with L-N-acetylvaline and L-N-acetylalanine salts in CH₃CN in contrast to the other salts of L-N-acetyl α-amino acids and (S)-α-hydroxy acids studied. Upon complexation of the tetrabutylammonium salt of L-N-acetylvaline, the emission of 1 increases accompanied by the formation of a new band at higher wavelength and this characteristic change distinguishes it from other anionic substrates studied.
View Article and Find Full Text PDFAnthracene-based adenines 1 and 2 have been designed and synthesized, and their metal ion recognition properties have been established fluorometrically. Both molecules exhibit Cu²⁺ induced ON-OFF type signaling patterns over the other representative metal ions studied. Compound 1 exhibits 97% quenching of emission in the presence of Cu²⁺ whilst derivative 2 shows 81% quenching under similar experimental conditions.
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