Naphthothiazole-based highly selective and sensitive fluorescent and colorimetric chemosensor for detection of pollutant metal ions

Jonaghani, Mohammad Zareh; Zali‐Boeini, Hassan; Taheri, Reza; Rudbari, Hadi Amiri; Askari, Banafshe

doi:10.1039/c6ra03689a

Cited by 19 publications

(12 citation statements)

References 45 publications

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“…Biheteroaryls containing both benzothiazole and quinoline motifs are an important class of organic functional compounds. 66 The use of easily available anilines instead of more complex 2-aminothiophenol or 2-haloaniline substrates is apparently a more straightforward approach for the construction of benzothiazoles. The Deng group reported a convenient approach for the synthesis of 2-heteroarylbenzothiazoles from anilines, 2-methylquinolines and sulfur powder under metal-free conditions (Scheme 38).…”

Section: Scheme 37 Synthesis Of 24-disubstituted Thiazoles From Benzmentioning

confidence: 99%

Recent Advances in Sulfur-Containing Heterocycle Formation via Direct C–H Sulfuration with Elemental Sulfur

Liu

Deng

Huang

2020

Synlett

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The synthesis of sulfur heterocycles via the construction of C–S bonds has received considerable attention due to their biological value and extensive pharmaceutical application. While diverse sulfurating agents have been developed over the past few decades, in this regard, elemental sulfur, with advantages of low toxicity, odorless nature and chemical stability, has great potential for the construction of diverse sulfur heterocycles through its direct incorporation into the target molecules in a concise way. Direct functionalization of inert C–H bonds can shorten the number of reaction steps and minimize the amount of waste formed. Hence, heteroannulations via direct C–H sulfuration is considered to be an attractive strategy for the synthesis of sulfur heterocycles. In the last few years, a vast array of concise systems have been reported for the synthesis of some valuable sulfur heterocycles such as thiophenes, thienoindoles, thienothiazoles, thiazoles, benzothiazoles, and thiadiazoles through direct C–H sulfuration/annulations with elemental sulfur. These are discussed in detail in this review.1 Introduction2 Thiophenes3 Thienoindoles4 Thienothiazoles5 Other Fused Thiophenes6 Thiazoles7 Benzothiazoles8 Thiadiazoles9 Others10 Summary and Outlook

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Section: Scheme 37 Synthesis Of 24-disubstituted Thiazoles From Benzmentioning

confidence: 99%

Recent Advances in Sulfur-Containing Heterocycle Formation via Direct C–H Sulfuration with Elemental Sulfur

Liu

Deng

Huang

2020

Synlett

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“…The chemical composition of the molecular sensor can display sensitivity to changes in polarity [6,7], viscosity [8,9,10], temperature [11,12,13], pressure [14,15], oxygen [16] and other parameters of the researched system. To monitor the observed process, the parameters are explicitly used for the applied molecular probe, such as, for example, changes in the character of the absorption spectrum [17] or fluorescence [18,19]. Nowadays the method of fluorescent molecular sensors finds extensive use in different areas of science, starting with molecular biology [20,21] to chemistry of polymers [22,23].…”

Section: Introductionmentioning

confidence: 99%

The Applicability of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile Sensors for Monitoring Different Types of Photopolymerization Processes and Acceleration of Cationic and Free-Radical Photopolymerization Under Near UV Light

Ortyl

Fiedor

Chachaj‐Brekiesz

et al. 2019

Sensors

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The performance of a series of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile derivatives as fluorescent molecular sensors for monitoring photopolymerization processes of different monomers by the Fluorescence Probe Technique (FPT) was studied. It has been shown that the new derivatives are characterized by much higher sensitivity than the commercially available 7-diethylamino-4-methylcoumarin (Coumarin 1) and trans-2-(2′,5′-dimethoxyphenyl)ethenyl-2,3,4, 5,6-pentafluorobenzene (25ST) probes. It has been discovered that the 2-amino-4,6-diphenyl-pyridine-3-carbonitrile derivatives accelerate the cationic photopolymerization process initiated with diphenyliodonium photoinitiators at the wavelength where the photoinitiator alone does not work. They are particularly efficient for the photoinitiation of cationic photopolymerization of an epoxide and vinyl monomers. Consequently, the application of the 2-amino-4,6-diphenyl-pyridine-3-carbonitrile derivatives in a dual role: (a) as fluorescent sensors for monitoring the free-radical, thiol-ene and cationic polymerization progress, and (b) as long-wavelength co-initiators for diphenyliodonium salts initiators, is proposed.

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“…More recently, Zali‐Boeini and coworkers, have synthesized and characterized a branch of highly emissive phenyl‐Naphtothiazole based ( pntl ) ligands . They have approved that these systems are applicable as the chemosensor for the selective sensing of pollutant metal ions in water resources and/or biological systems.…”

Section: Introductionmentioning

confidence: 99%

“…Based on the highly fluorescent nature of the metal complexes reported in Ref. , we have been motivated to investigate the Pt‐complex of these ligands based on their capability on OLED systems. Thus, the main question to be addressed in this study is: whether the Pt(II) complexes of aforementioned ligand, are capable for being suggested as candidates for OLED applications or not?…”

Section: Introductionmentioning

confidence: 99%

Photophysical and optoelectronic properties of a platinum(II) complex and its derivatives, designed as a highly efficient OLED emitter: A theoretical study

Omidyan

Abbasi

Azimi

2018

Int J of Quantum Chemistry

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New platinum(II) complex with picolinate (pic) and 2-phenyl naphtothiazole (pntl) ligand as the guest material has been designed and its capability for OLED applications have been examined.Also, we have studied the effects of different substitutions (ie, electron-withdrawing and electron donating groups) on naphtothiazole moiety on optovoltaic characters. We have employed density functional theoretical (B3LYP/DFT) methods to reveal the photophysical and structure properties relationships with the typical host material. The valence MO energies, vertical and adiabatic triplet energy, reorganization energy, and triplet exciton generation fraction (χ T ) have been extensively studied to exploring high phosphorescence efficiency in OLEDs. It has been predicted that substituted systems are good candidates for OLED applications as well as their parent system.DFT, OLED, optovoltaic, photophysics, TD-DFT | INTRODUCTIONIn the new world, energy is one of the most challenging concerns. It is well established that development of the economy in each country in the world, strongly depends on the energy sources, trends of energy storing or wasting and energy costs. In this regard, the efficiency of converting the electric energy to other types of energy is one of the most important challenges. The organic light emitting diodes (OLEDs) [1] have become common in the marketplace for displays and are moving into general lighting applications. [1] Recent improvements have allowed this tremendous progress in light emission. One key component of OLEDs is the light-emitting material, being typically an organic material or a ligand coordinated to metal ions or semimetal-containing fragments. In the case of the organic ligand/ metal ion systems, a variety of solutions have been proposed and proven effective in electroluminescent applications. So far the transition metal such as Ir(III), [2][3][4][5][6][7][8] Pt(II), [5,[9][10][11][12][13] and Pd(II) [12,13] have been employed in construction of OLED devices, based on the particular applications, nevertheless the optical parameters of such systems, can be modified optimally by various types of coordinating ligands and metal ions. Any structural alteration significantly changes the ground and excited state wave functions, electronic structure, and excited state dynamics. [14] Particularly, in OLEDs where the organometallic compounds are doped in different layers, the strong spin-orbit coupling (SOC) originating from a significant singlet-triplet mixing, [15] results in higher quantum efficiencies. [16][17][18][19] Among these organometallic compounds, Pt(II) complexes have been more attractive in OLED applications, having planar molecular geometries. Also, they have several different highly emissive excited states, including ligand-to-ligand charge transfer (LLCT), excited states, [20] metal-to-ligand charge transfer (MLCT) excited states, [21] oligomeric metal-metal-to-ligand charge transfer (MMLCT), excited states [22] and monomer metal-centered d-d excited states (dd*). [23] Recently, Zh...

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Naphthothiazole-based highly selective and sensitive fluorescent and colorimetric chemosensor for detection of pollutant metal ions

Abstract: The presented small molecule sensor can be used successfully for selective detection of Zn2+ and Sn2+ ions in aqueous media.

Cited by 19 publications

References 45 publications

Recent Advances in Sulfur-Containing Heterocycle Formation via Direct C–H Sulfuration with Elemental Sulfur

Recent Advances in Sulfur-Containing Heterocycle Formation via Direct C–H Sulfuration with Elemental Sulfur

The Applicability of 2-amino-4,6-diphenyl-pyridine-3-carbonitrile Sensors for Monitoring Different Types of Photopolymerization Processes and Acceleration of Cationic and Free-Radical Photopolymerization Under Near UV Light

Photophysical and optoelectronic properties of a platinum(II) complex and its derivatives, designed as a highly efficient OLED emitter: A theoretical study

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