Synthesis, spectroscopic investigations and computational study of 4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde

Kanaani, Ayoub; Ajloo, Davood; Kiyani, Hamzeh; Farahani, Masoumeh

doi:10.1016/j.molstruc.2014.01.040

Cited by 11 publications

(3 citation statements)

References 58 publications

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“…The calculated wavenumbers are generally scaled by scaling factor to evaluate with observed wavenumbers. 15 The experimental FT-IR spectrum of the title compound in the region 4000-400 cm −1 is shown in figure 2. For obvious identification of these bands, we used band deconvolution techniques in the IR spectrum.…”

Section: Vibrational Analysismentioning

confidence: 99%

“…The calculated excitation energies of the transition are compared with the experimental values and the results are in good agreement. 15 The UV-Vis band in "A" form is observed at 310 nm (colorless), and for "B" form bands are observed at 310, 415 nm (blue color) due to the formation of zwitterionic doubly charged imine ylide (open form). The observed band at 310 nm is due to the π → π* transition.…”

Section: Ethanolmentioning

confidence: 99%

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Synthesis, molecular structure, spectroscopic investigations and computational study of a potential molecular switch of 2-([1,1’-biphenyl]-4-yl)-2-methyl-6-(4-nitrophenyl)-4-phenyl-1,3 diazabicyclo [3.1.0]hex-3-ene

et al. 2016

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This work presents a combined experimental and theoretical study on a photochromic compound, 2-([1,1'-biphenyl]-4-yl)-2-methyl-6-(4-nitrophenyl)-4-phenyl-1,3 diazabicyclo [3.1.0]hex-3-ene, existing in closed form ('A') and open form ('B'). The spectroscopic properties of the title compound have been investigated by using IR, UV-Vis and 1 H NMR techniques. The molecular geometry and spectroscopic data of the title compound have been calculated by using the density functional method (B3LYP) invoking 6-311G(d,p) basis set. UV-Vis spectra of the two forms were recorded. The excitation energies, oscillator strength, etc., were calculated by time-dependent density functional theory (TD-DFT). Furthermore, molecular electrostatic potential map (MEP), frontier molecular orbital analysis (HOMO-LUMO), total density of state (TDOS) and reactivity descriptors were found and discussed. We applied a first-principles computational approach to study a light-sensitive molecular switch. We find that the conductance of the two isomers varies dramatically, which suggests that this system has potential use as a molecular switch.

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Section: Vibrational Analysismentioning

confidence: 99%

Section: Ethanolmentioning

confidence: 99%

Synthesis, molecular structure, spectroscopic investigations and computational study of a potential molecular switch of 2-([1,1’-biphenyl]-4-yl)-2-methyl-6-(4-nitrophenyl)-4-phenyl-1,3 diazabicyclo [3.1.0]hex-3-ene

et al. 2016

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“…In order to obtain a description of the molecular vibrations of 2MQ, complete vibrational analysis has been carried out, providing detailed information about intramolecular vibrations in the entire mid-infrared region and especially in the fingerprint region. The ab initio quantum mechanical method is widely used for simulating IR and Raman spectra [10,11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectroscopic investigations and computational study of monomeric and dimeric structures of 2-methyl-4-quinolinol

et al. 2015

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The present study aimed to determine an efficient and solvent-free method to synthesize 2-methyl-4-quinolinol (2MQ, also known as 4-hydroxy-2-methylquinoline) and includes spectroscopic investigations and computational studies. Molecular geometry and vibrational wavenumbers of 2MQ were investigated using the density functional (DFT/B3LYP) method with 6-311??G(d,p) and 6-311??G(2d,p) basis sets. According to calculations, the keto form of 2MQ is more stable than the annual form, and the dimeric conformation is predicted to be more stable than the monomeric conformations. A detailed analysis of the nature of the hydrogen bonding, using topological parameters such as electronic charge density, Laplacian, kinetic and potential energy density evaluated at the bond critical point, is also presented. The 1 H nuclear magnetic resonance chemical shifts of the molecule were calculated by the GIAO method. The molecule orbital contributions were studied by using total (TDOS) and partial (PDOS) density of states. The UV-visible spectrum of the compound was recorded and the electronic properties, such as HOMO and LUMO energies, were investigated by the time-dependent DFT (TD-DFT) approach. The linear polarizability (a) and the first-order hyperpolarizability (b) values of the investigated molecule were computed using DFT quantum mechanical calculations. The results show that the 2MQ molecule may have a nonlinear optical comportment with non-zero values. The stability and charge delocalization of the molecule was studied by natural bond orbital analysis.Electronic supplementary material The online version of this article (

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A green and efficient synthesis of isoxazol-5(4H)-one derivatives in water and a DFT study

et al. 2017

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Synthesis, spectroscopic investigations and computational study of 4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde

Cited by 11 publications

References 58 publications

Synthesis, molecular structure, spectroscopic investigations and computational study of a potential molecular switch of 2-([1,1’-biphenyl]-4-yl)-2-methyl-6-(4-nitrophenyl)-4-phenyl-1,3 diazabicyclo [3.1.0]hex-3-ene

Synthesis, molecular structure, spectroscopic investigations and computational study of a potential molecular switch of 2-([1,1’-biphenyl]-4-yl)-2-methyl-6-(4-nitrophenyl)-4-phenyl-1,3 diazabicyclo [3.1.0]hex-3-ene

Synthesis, spectroscopic investigations and computational study of monomeric and dimeric structures of 2-methyl-4-quinolinol

A green and efficient synthesis of isoxazol-5(4H)-one derivatives in water and a DFT study

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