Single crystal X-ray structure of Lawsone anion: Evidence for coordination of alkali metal ions and formation of naphthosemiquinone radical in basic media

Salunke‐Gawali, Sunita; Kathawate, Laxmi; Shinde, Yogesh; Puranik, Vedavati G.; Weyhermüller, Thomas

doi:10.1016/j.molstruc.2011.11.015

Cited by 45 publications

(18 citation statements)

References 37 publications

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“…Lawsonia inermis (henna) could become one of the potential natural materials for anticorrosion due to its application for more than 5000 years as hair and skin pigments due to its excellent dye property [11,12]. The presence of 2-hydroxy-1,4-naphthoquinone attributes to the important activities such as antioxidant, anti-inflammatory, anticancer, and anticorrosion [13][14][15]. Lawsonia inermis exhibits an exquisite inhibition effect towards corrosion [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

The Effect of Concentration of Lawsonia inermis as a Corrosion Inhibitor for Aluminum Alloy in Seawater

Zulkifli

Ali

Yusof

et al. 2017

Advances in Physical Chemistry

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Lawsonia inermis also known as henna was studied as a corrosion inhibitor for aluminum alloy in seawater. The inhibitor has been characterized by optical study via Fourier transform infrared spectroscopy (FTIR). The FTIR proves the existence of hydroxyl and carbonyl functional groups in Lawsonia inermis. Aluminum alloy 5083 immersed in seawater in the absence and presence of Lawsonia inermis was tested using electrochemistry method, namely, electrochemical impedance spectroscopy (EIS) and potentiodynamic polarization (PP). EIS and PP measurements suggest that the addition of Lawsonia inermis has caused the adsorption of inhibitor on the aluminum surface. The adsorption behavior of the inhibitor follow Langmuir adsorption model where the value of free energy of adsorption, -ΔG, is less than 40 kJ/mol indicates that it is a physical adsorption. Finally, it was inferred that Lawsonia inermis has a real potential to act as a corrosion inhibitor for aluminum alloy in seawater.

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Section: Introductionmentioning

confidence: 99%

The Effect of Concentration of Lawsonia inermis as a Corrosion Inhibitor for Aluminum Alloy in Seawater

Zulkifli

Ali

Yusof

et al. 2017

Advances in Physical Chemistry

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“…A broad carbonyl stretching band was observed at~1667 cm À1 in 1A and 3A. The methyl substituted 2A engenders two carbonyl stretching vibrations at 1682 cm À1 and 1645 cm À1 ; the latter being attributed to hydrogen bonding from NH functionality as reported for lawsone derivatives earlier [30,31]. The uB97x/6-31þþG(d, p) derived vibrational frequencies predict the blue shift of NH stretching in 3A relative to its unsubstituted analogue.…”

Section: Dft Investigationsmentioning

confidence: 54%

Tautomerism in o-hydroxyanilino-1,4-naphthoquinone derivatives: Structure, NMR, HPLC and density functional theoretic investigations

Bhand

Patil

Shinde

et al. 2016

Journal of Molecular Structure

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“…Both 3 c and 7 f crystallizes in a monoclinic space group P1 21/c1 which is typical for most of the quinone derivatives ,. Both crystals are strongly stabilized by π–π stacking interactions which can be easily realized from the packing motif figures and which is very common among 1,4‐naphthoquinone derivatives ,.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Electrochemistry, DFT Calculations, Antimicrobial Properties and X‐ray Crystal Structures of Some NH‐ and/or S‐ Substituted‐1,4‐quinones

et al. 2018

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The NH-, NH-,S-substituted-1,4-naphthoquinones and NH-, Ssubstituted-1,4-benzoquinones have been synthesized from the reaction between quinones (2,3-Dibromo-1,4-naphthoquinone or p-benzoquinone) and different amines. The structures of the compounds have been confirmed using FTIR, UV-Vis, 1 H-NMR, 13 C-NMR, mass MS(ESI) spectrometry and cyclic voltammetry (CV). The ground state energies of the molecules have been estimated using B3LYP functional with different basis sets based on time dependent density functional theory (TD-DFT). The theoretical ΔE gap values obtained from TD-DFT calculations have been compared with UV visible spectroscopy results. Antibacterial and antifungal activities of the synthesized compounds have been evaluated against Escherichia coli, Staphylococcus aureus and Microsporum canis, Trichophyton mentagrophytes, respectively. Two representative crystal structures of quinone derivatives, 2-(4-Fluorophenylamino)-3-bromonaphthalene-1,4-dione and 2-(3,5-Dimethylphenylthio)cyclohexa-2,5-diene-1,4-dione, are reported with CCDC 1811265 and CCDC 1811263, respectively.

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Single crystal X-ray structure of Lawsone anion: Evidence for coordination of alkali metal ions and formation of naphthosemiquinone radical in basic media

Cited by 45 publications

References 37 publications

The Effect of Concentration of Lawsonia inermis as a Corrosion Inhibitor for Aluminum Alloy in Seawater

The Effect of Concentration of Lawsonia inermis as a Corrosion Inhibitor for Aluminum Alloy in Seawater

Tautomerism in o-hydroxyanilino-1,4-naphthoquinone derivatives: Structure, NMR, HPLC and density functional theoretic investigations

Synthesis, Electrochemistry, DFT Calculations, Antimicrobial Properties and X‐ray Crystal Structures of Some NH‐ and/or S‐ Substituted‐1,4‐quinones

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