XCIII.—The salts of 8-hydroxyquinoline

Fox, John Jacob

doi:10.1039/ct9109701119

Cited by 20 publications

(13 citation statements)

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“…1 Complexes of 8-hydroxyquinoline and its derivatives with metal ions have found extensive use in analytical chemistry in areas such as optical (particularly fluorescence) sensing, [2][3][4][5] and were, formerly, extensively used in gravimetric analysis of metals. 1 Complexes of 8-hydroxyquinoline and its derivatives with metal ions have found extensive use in analytical chemistry in areas such as optical (particularly fluorescence) sensing, [2][3][4][5] and were, formerly, extensively used in gravimetric analysis of metals.…”

Section: Introductionmentioning

confidence: 99%

“…shows the comparison of the envelope signals for Crq3 and Alq 3 , which also suggest that these complexes are homologous, Although the comparison of the1 H NMR spectra of the paramagnetic complexes Crq 3 with the 1 H NMR spectra of the diamagnetic Alq 3 (Fig. 5) suggests a rough attribution, the large widths of the bound ligand resonances (metal ion inner sphere) of the Crq 3 complex precludes the complete assignment of the signals.…”

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confidence: 97%

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Synthesis, structure, and spectral and electrochemical properties of chromium(iii) tris-(8-hydroxyquinolinate)

et al. 2015

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The kinetically inert chromium(III) tris-(8-hydroxyquinolinate), Crq3, has been synthesized, crystallized from 90% methanol-water, and characterized by MALDI-TOF mass spectrometry, thermogravimetry, FTIR, NMR spectroscopy, and X-ray powder diffraction. It is formed as a methanol solvate, but the solvent can be removed by heating. Large paramagnetic shifts and spectral broadening in (1)H NMR spectra indicate electron delocalization between the metal and the ligand. DFT calculations show it is present as the meridional isomer, with the HOMO largely based on one of the metal 3d orbitals and the LUMO essentially localized on the ligands. Cyclic voltammetry (CV) in acetonitrile solutions shows four oxidation peaks and two, less intense reduction waves on the first scan. The HOMO energy determined from the first oxidation peak is fairly close to that obtained by DFT, in agreement with this being mainly metal based. Although the number of peaks decreases on subsequent CV scans, the complex shows markedly enhanced electrochemical stability compared with aluminium(III) tris-(8-hydroxyquinolinate). Solution UV/visible absorption and solid diffuse reflectance spectra have a weak, long wavelength band, assigned to the metal based d-d transition, in addition to the normal, ligand based bands seen in metal quinolates. The energy of the lowest energy band is identical to the HOMO-LUMO separation obtained by cyclic voltammetry, in agreement with the above description. The compound is only weakly luminescent, in contrast to many other metal quinolates, due to the lowest energy transition being metal rather than ligand based. The potential of this compound as an electron transporting/hole blocking layer in optoelectronic devices is indicated.

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Section: Introductionmentioning

confidence: 99%

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confidence: 97%

Synthesis, structure, and spectral and electrochemical properties of chromium(iii) tris-(8-hydroxyquinolinate)

et al. 2015

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“…Heavy or transitional metals are in general defined as elements with a specific density above 5 g/cm 3 and ones that form one or more stable ions and contained incompletely filled d orbitals. Most of the transitional metal ions act as Lewis acids (electron pair acceptors) as they possess empty valence orbitals.…”

Section: Fluorescent Sensors For Heavy Metal Ionsmentioning

confidence: 99%

“…The extensive utility of 8-HQ and its derivatives is mainly because of the properties of metal chelation that have been recognized for many years. [3] With seven reported potential hydroxyquinolines, only 8-hydroxyquinoline has been formed five-membered stable chelate [a] Dr. Rohini, Dr. K. Paul, Dr. V. Luxami School of Chemistry and Biochemistry, Thapar Institute of Engineering and Technology, Patiala-147 001, India E-mail: vluxami@thapar.edu complex with various metal ions and thus has wide applicability in supramolecular chemistry for the detection of these ions.…”

Section: Introductionmentioning

confidence: 99%

8‐Hydroxyquinoline Fluorophore for Sensing of Metal Ions and Anions

Rohini

Paul

Luxami

2020

The Chemical Record

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Among various known hydroxyquinolines, 8-hydroxyquinoline (8-HQ) is the most prevalent moiety due to excellent property for the formation of the complex with different metal ions and anions, and utilized in a wide variety of applications in pharmacological and medicinal fields. 8-Hydroxyquinoline moiety and its analogues acts as fluorophoric ligands on complex formation with alkali and alkaline as well as transition metal ions and anions, thus, considered as an ideal building block in metallo-supramolecular chemistry for recognition, separation, and quantitative investigation of cations. 8-Hydroxyquinoline moiety is also used in various applications for the advancement of novel fluorescent chemosensors in a wide variety of areas viz., material chemistry, bioorganic chemistry, molecular imaging, analytical chemistry, molecular recognition, medical and biological science communities. The present review emphasises on the progress of sensing properties of 8-HQ centred small-molecule fluorescent chemosensors towards several metal ions viz.

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“…8-Hydroxyquinoline and its derivatives have been widely used in numerous fields of pharmaceutics and materials science. The broad applicability of 8-hydroxyquinoline and its derivatives is largely due to the metal chelation properties that have been studied for more than a century (Fox, 1910). 8-Hydroxyquinoline acts as a bidentate ligand through the N and O atoms, which is known as the second chelating agent subsequent to EDTA (Mason et al, 1968).…”

Section: Introductionmentioning

confidence: 99%

X-ray, dielectric, piezoelectric and optical analyses of a new nonlinear optical 8-hydroxyquinolinium hydrogen squarate crystal

Goel

Yadav

Sinha

et al. 2018

Acta Crystallogr B Struct Sci Cryst Eng Mater

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Supporting information: this article has supporting information at journals.iucr.org/b X-ray, dielectric, piezoelectric and optical analyses of a new nonlinear optical 8-hydroxyquinolinium hydrogen squarate crystalThe 1:1 complex of 8-hydroxyquinoline with squaric acid has been characterized using single-crystal X-ray diffraction, UV-vis spectroscopy, density functional theory (DFT) calculations, and photoluminescence, dielectric, piezoelectric and second-harmonic generation (SHG) studies. The title compound (8-hydroxyquinolinium hydrogen squarate; HQS) contains one protonated 8-hydroxyquinoline cation (C 9 H 8 NO + ) and one hydrogen squarate mono-anion (C 4 HO 4 À ). All the intermolecular hydrogen-bonding interactions present in the HQS crystal structure are analyzed by three-dimensional molecular Hirshfeld surface analysis and their relative contributions are determined from two-dimensional fingerprint plots. The structure of C 9 H 8 NO + ÁC 4 HO 4 À molecular complex has been optimized at the DFT/B3LYP/6-31G(d,p) level. The UV-vis spectroscopic data calculated by time-dependent density functional theory are compared with the experimental data. The LUMO+1, LUMO, HOMO and HOMOÀ1 energy values, their shapes and energy gaps are calculated using the B3LYP/6-31G(d,p) level of theory. The HQS material exhibits high SHG output (2.6 times of that of potassium dihydrogen phosphate), high photoluminescence emission centred at 474 nm and a piezoelectric charge coefficient of 3 pC N À1 . Henceforth, HQS can serve as an alternative potential candidate for multifunctional nonlinear optically active and piezoelectric crystals.

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XCIII.—The salts of 8-hydroxyquinoline

Cited by 20 publications

References 0 publications

Synthesis, structure, and spectral and electrochemical properties of chromium(iii) tris-(8-hydroxyquinolinate)

Synthesis, structure, and spectral and electrochemical properties of chromium(iii) tris-(8-hydroxyquinolinate)

8‐Hydroxyquinoline Fluorophore for Sensing of Metal Ions and Anions

X-ray, dielectric, piezoelectric and optical analyses of a new nonlinear optical 8-hydroxyquinolinium hydrogen squarate crystal

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