Optical and structural properties of chalcone NLO single crystals

Kumar, Prashant; Ravindrachary, V.; Janardhana, K.; Manjunath, H. R.; Karegouda, Prakash; Crasta, Vincent; Sridhar, M. A.

doi:10.1016/j.molstruc.2011.07.038

Cited by 75 publications

(9 citation statements)

References 22 publications

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“…As observed in Table 2, the corresponding geometrical parameters for chalcones 4 [6], 5 [38], 6 [39] and 7 [5] obtained by X-ray diffraction show similar values even though the molecules have different substituents in their structure (See Figure 1). This could indicate that the introduction of diverse functional groups into the aromatic ring system has little effect on specific geometrical parameters (prop-2-en-1-one chain), as reported in previous theoretical and experimental studies [40].…”

Section: Resultsmentioning

confidence: 67%

“…This could indicate that the introduction of diverse functional groups into the aromatic ring system has little effect on specific geometrical parameters (prop-2-en-1-one chain), as reported in previous theoretical and experimental studies [40]. Based on the experimental data reported by Rajesh et al [5] for chalcone 7 the reported values were used to compare with the theoretical bond lengths and bond angles in compound 3 (Table 2). Table 3 contains theoretical parameters of the optimized geometries; and as it can be observed, all tested methods showed good results for bond lengths, in particular when compared with the reported X-ray data.…”

Section: Resultsmentioning

confidence: 90%

“…The results were compared with experimental values reported for geometrical parameters in similar chalcone derivatives. Since the X-ray crystal structure of this novel chalcone has neither been reported nor determined, we decided to use the reported X-ray analyses for similar chalcone derivatives as reference (see Table 2) [5,6,38,39]. The molecular structures of these reference compounds are shown in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

“…Additionally, a paired t -test analysis was applied in order to determinate which of the methods employed presents the best fit for geometry optimizations, in comparison with the corresponding experimental parameters for compound 7 [5] (which is structurally similar to our synthesized chalcone 3) . Statistical results, including the paired-t value and the corresponding probability (p-value) for the calculated bond lengths and bond angles with respect to experimental data are reported in Table 4.…”

Section: Resultsmentioning

confidence: 99%

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Experimental and quantum chemical studies of a novel synthetic prenylated chalcone

Espinoza‐Hicks

Camacho‐Dávila

Flores-Holgúın

et al. 2013

Chemistry Central Journal

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BackgroundChalcones are ubiquitous natural compounds with a wide variety of reported biological activities, including antitumoral, antiviral and antimicrobial effects. Furthermore, chalcones are being studied for its potential use in organic electroluminescent devices; therefore the description of their spectroscopic properties is important to elucidate the structure of these molecules. One of the main techniques available for structure elucidation is the use of Nuclear Magnetic Resonance Spectroscopy (NMR). Accordingly, the prediction of the NMR spectra in this kind of molecules is necessary to gather information about the influence of substituents on their spectra.ResultsA novel substituted chalcone has been synthetized. In order to identify the functional groups present in the new synthesized compound and confirm its chemical structure, experimental and theoretical 1H-NMR and 13C-NMR spectra were analyzed. The theoretical molecular structure and NMR spectra were calculated at both the Hartree-Fock and Density Functional (meta: TPSS; hybrid: B3LYP and PBE1PBE; hybrid meta GGA: M05-2X and M06-2X) levels of theory in combination with a 6-311++G(d,p) basis set. The structural parameters showed that the best method for geometry optimization was DFT:M06-2X/6-311++G(d,p), whereas the calculated bond angles and bond distances match experimental values of similar chalcone derivatives. The NMR calculations were carried out using the Gauge-Independent Atomic Orbital (GIAO) formalism in a DFT:M06-2X/6-311++G(d,p) optimized geometry.ConclusionConsidering all HF and DFT methods with GIAO calculations, TPSS and PBE1PBE were the most accurate methods used for calculation of 1H-NMR and 13C-NMR chemical shifts, which was almost similar to the B3LYP functional, followed in order by HF, M05-2X and M06-2X methods. All calculations were done using the Gaussian 09 software package. Theoretical calculations can be used to predict and confirm the structure of substituted chalcones with good correlation with the experimental data.

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Section: Resultsmentioning

confidence: 67%

Section: Resultsmentioning

confidence: 90%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Experimental and quantum chemical studies of a novel synthetic prenylated chalcone

Espinoza‐Hicks

Camacho‐Dávila

Flores-Holgúın

et al. 2013

Chemistry Central Journal

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“…behave as Michael acceptors in diverse synthetic transformations [15][16][17], and have found application as fluorescent probes [18] and as optical materials [19].…”

Section: Accepted Manuscriptmentioning

confidence: 99%

On the molecular structure of (E)-3-(9H-fluoren-2-yl)-1-(pyridin-2-yl)prop-2-en-1-one, theoretical calculations and SXRD studies

Labra‐Vázquez

Lugo-Aranda

Maldonado-Domínguez

et al. 2015

Journal of Molecular Structure

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An Easy Access to Oxime Ethers byPd‐CatalyzedC—OCross‐Couplingof Activated Aryl Bromides with Ketoximes and Chalcone Oximes

et al. 2020

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Summary of main observation and conclusionAn efficient Pd‐catalyzed method for C—O cross‐coupling of ketoximes and chalcone oximes with activated aryl bromides and bromo‐chalcones has been developed. All oxime ethers were obtained in good to excellent yields by [(π‐allyl)PdCl]2/tBuXPhos (L7) catalyst system. TrixiePhos (L11) was also found to be effective for the oxime coupling. This method offers an easy and smooth coupling of chalcone oximes with activated aryl bromides and bromo‐chalcones, which has not been previously explored.

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Optical and structural properties of chalcone NLO single crystals

Cited by 75 publications

References 22 publications

Experimental and quantum chemical studies of a novel synthetic prenylated chalcone

Experimental and quantum chemical studies of a novel synthetic prenylated chalcone

On the molecular structure of (E)-3-(9H-fluoren-2-yl)-1-(pyridin-2-yl)prop-2-en-1-one, theoretical calculations and SXRD studies

An Easy Access to Oxime Ethers byPd‐CatalyzedC—OCross‐Couplingof Activated Aryl Bromides with Ketoximes and Chalcone Oximes

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