Novel 1,4-naphthoquinone N-aroylthioureas: Syntheses, crystal structure, anion recognition properties, DFT studies and determination of acid dissociation constants
Gemili, Müge | Nural, Yahya
In this paper, five novel 1,4-naphthoquinone N-aroylthiourea derivatives were synthesized, by the reaction of 2,3-diaminonaphthalene-1,4-dione and aroylisothiocyanates, in excellent yield (88-96%) and characterized by using FT-IR, H-1/C-13 NMR and HRMS. In addition, the molecular structure of one of the 1,4-naphthoquinone N-aroylthiourea compounds was characterized by single crystal X-ray diffraction studies. The absorption spectra of the compounds were determined in DMSO and the dyes have absorption in visible region in the range of 464-477 nm. The chemosensing ability of each of the prepared dyes was assessed by titrating them towards the anions; F-, Cl-, Br-, I- AcO-, CN-, CIO4-, H2PO4-, HSO4-, and NO3-, using spectrophotometric and H-1 NMR titration techniques in DMSO, experimentally. ...
New naphthoquinone-imidazole hybrids: Synthesis, anion recognition properties, DFT studies and acid dissociation constants
Nural Yahya
The two new naphthoquinone-imidazole based dyes containing indole and pyrene moiety were synthesized and their molecular structures were confirmed by FT-IR, H-1/C-13 NMR, and HRMS. The anion selectivity and sensitivity of dyes were studied with selected TBA salts in DMSO and binary mixture DMSO:Water (1:1, v/v). These interaction mechanisms were verified by spectrophotometric, spectrofluorometric, and H-1 NMR titration methods. While the both dyes interact with F-, AcO-, CN-, and H2PO4- in DMSO, only CN- interact with dyes in the aqueous solution. In addition, the experimental results were explained by DFT calculations. The acid dissociation constants of the dyes were determined in 25.0 +/- 0.1 degrees C, 0.1 M NaCl ionic strength in 40% (v/v) DMSO-Water aqueous solution, and acid dissocia...
Acyl thiourea derivatives: Versatile tools for chemosensing and heavy metal remediation
Selcuk, Ozge | Nangyallai, Azizi | Nural, Yahya
The increasing environmental pollution, particularly from heavy metals and hazardous anions, poses a significant threat to global health and ecosystems. The unique structural features of these compounds, including multiple coordination sites, enhanced electron density, favorable steric effects, and stabilized metal-ligand complexes, enable their effective application in both chemosensing and heavy metal remediation. As chemosensors, acyl thiourea derivatives exhibit high sensitivity and selectivity in detecting various cations, anions, and neutral species, making them valuable tools for in situ environmental analysis. Additionally, their ability to efficiently adsorb heavy metals like Cu2+, Hg2+, Cd2+, U4+, Pb2+, Pt4+, and Pd2+, along with the removal of Cl− from acidic wastewater, demonst...
Synthesis of novel acylthioureas bearing naphthoquinone moiety as dual sensor for high-performance naked-eye colorimetric and fluorescence detection of CN− and F− ions and its application in water and food samples
Nural, Yahya | Karasu, Elize | Efeoglu, Cagla
In this study, six new acylthiourea, bearing naphthoquinone moiety, sensors were synthesized in high yield (88-96%) and characterized using H-1/C-13 NMR, FT-IR and HRMS techniques. All synthesized sensors (4a-f) showed shifts in absorbance and colorimetric changes by CN-, F-, AcO-, and H2PO4-. However, 4e showed a chromogenic different sensitivity response to CN- and F- against competing anions such as AcO- and H2PO4- in DMSO. Furthermore, CN- added 4e showed an increase at the emission intensity and intensive fluorimetric color change was observed in UV-light (lambda ex. 365 nm). All sensors showed chromogenic selectivity towards CN- in aqueous solutions (in DMSO/H2O: 1:1, v/v). Interaction mechanisms between 4e and CN- and F- anions were investigated by experimental studies using various...
Novel fluorescent sensors based on coumarin-hydrazide-hydrazone hybrid for the detection of CN-, Co2+ and Ni2+ ions: DFT and bioimaging in living cells
Nural, Yahya
Novel coumarin-hydrazide-hydrazone hybrids, (E)-7-(diethylamino)-N '-(2-hydroxy-3-methoxybenzylidene)-2oxo-2H-chromene-3-carbohydrazide (1) and (E)-7-(diethylamino)-N '-(4-(diethylamino)-2-hydroxybenzylidene)2-oxo-2H-chromene-3-carbohydrazide (2), were synthesized and investigated their chemosensor properties. The sensors showed recognition properties of CN-, Co2+, and Ni2+ ions. After interaction with the cyanide anion, the coumarin-hydrazide-hydrazone sensors exhibited a color change visible to the naked eye, from yellow to colorless under daylight and from blue to green under UV light. The sensors exhibited a significant fluorescent enhancement response to the cyanide anion by the intramolecular charge transfer (ICT) mechanism. Furthermore, the recognition of cations was obser...
Hydrazone-based chemosensors for the detection of environmentally and biologically relevant anions and neutral species: A critical review
Gul, Afroz | Nural, Yahya
Anions and neutral molecules are biologically important chemical species, and they have a wide range of applications in industrial, agricultural and pharmaceutical sectors. Exposure to certain anions and neutral species at levels above permissible limits results in environmental pollution and adverse effects on living organisms. Their practical, accurate, sensitive and, where possible, in situ detection necessitates the use of analytical tools such as chemosensors that are easy to design and operationally practical. Heteroatomic chemosensors are widely used because they can interact with anions and neutral compounds with high selectivity using different bonding modes. This review discusses the application of hydrazone-based chemosensors for the determination and identification of anions an...
Tetracycline chemosensors: Materials, mechanisms, and applications
Gul, Afroz | Yabalak, Erdal | Nural, Yahya
Tetracyclines are well known for their diverse applications, including the treatment of various infections, the promotion of growth in poultry and cattle, and their use in animal husbandry. However, extended exposure to these antibiotics can lead to health problems and environmental pollution. This necessitates the development of time-saving and environmentally friendly devices, such as chemosensors, for their effective detection. This review provides a detailed account of the applications of the chemosensors as detection tools for tetracyclines, where metal-organic frameworks, metal coordination polymers and nanomaterials are considered as the main categories of these probes. The review highlights current research on the topic, shedding light on different types of chemosensors and their m...
Synthesis, nonlinear optical properties, photophysical, and theoretical studies of azo dye bearing coumarin-thiophene
Nural Yahya
In this study, three azo dyes bearing coumarin thiophene (6a-c) were synthesized, and their photophysical properties were studied via UV-vis spectroscopy in various solvents. Acidochromic properties were also investigated in DMSO/H2O, and all products showed acidochromic properties. The reversibility studies were carried out to investigate the reusability of the prepared compounds. Furthermore, products 6a-c were also investigated for their potential use as hydroxide sensors. The electric field-induced second harmonic generation (EFISH) technique was used to measure the second-order nonlinear optical properties. The thermal properties of the prepared compounds were investigated via thermogravimetric analysis (TGA). The results showed that the samples are thermally stable up to around 200 d...
A new mechanism for selective recognition of cyanide in organic and aqueous solution
Nural Yahya
A simple colorimetric and fluorimetric chemosensor 3,5-dinitro-(N-phenyl)benzamide (DNBA), was synthesized for selective determination of cyanide anion in organic and aqueous solutions via novel chemodosimeter approach. The chemosensorDNBAshowed a chromogenic and fluorogenic selective response to CN(-)against competing anions such as F-, AcO-, and H(2)PO(4)(-)in organic (DMSO and ACN) and in aqueous solutions (in DMSO/H2O: 8:2, v/v). The intensive colorimetric and fluorimetric color changes were observed in ambient light and UV-light (lambda(ex). 365 nm) after cyanide interacted withDNBA. A method that can be used in the synthesis of new biologically active benzisoxazole compound was described by the reaction ofDNBAwith TBACN and KCN in DMSO or DMSO/H2O, respectively. All interaction mecha...