Experimental (XRD, FT-IR and UV–Vis) and theoretical modeling studies of Schiff base (E)-N′-((5-nitrothiophen-2-yl)methylene)-2-phenoxyaniline

Tanak, Hasan; Ağar, Ayşen Alaman; Büyükgüngör, Orhan

doi:10.1016/j.saa.2013.08.054

Cited by 101 publications

(47 citation statements)

References 63 publications

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“…The electron density of the five conjugated single bonds of pyrrolidine ring (∼1.98 e) clearly demonstrates strong delocalization. Additionally, the ED of conjugated bond of 2H-chromene ring (∼1.91 e) clearly shows strong delocalization inside the compound [59]. There is a very weak intramolecular C-H. .…”

Section: Natural Bond Orbital Analysismentioning

confidence: 92%

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Quantum chemical studies on the molecular structure, spectroscopic and electronic properties of (6-Methoxy-2-oxo-2H-chromen-4-yl)-methyl pyrrolidine-1-carbodithioate

Evecen

Tanak

2016

Materials Science-Poland

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In this paper, the molecular geometry, vibrational frequencies and chemical shifts of (6-Methoxy-2-oxo-2H-chromen-4-yl)methyl pyrrolidine-1-carbodithioate in the ground state have been calculated using the Hartree-Fock and density functional methods with the 6-311++G(d,p) basis set. To investigate the nonlinear optical properties of the title compound, the polarizability and the first hyperpolarizability were calculated. The conformational properties of the molecule have been determined by analyzing molecular energy properties. Using the time dependent density functional theory, electronic absorption spectra have been calculated. Frontier molecular orbitals, natural bond orbitals, natural atomic charges and thermodynamical parameters were also investigated by using the density functional theory calculations.

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Section: Natural Bond Orbital Analysismentioning

confidence: 92%

“…In consequence, the bond is not intense, and it falls at lower frequencies [58]. Tanak et al [59] assigned this mode at 680 cm −1 and 497 cm −1 in FT-IR spectrum. The C-S stretching mode was observed at 672 cm −1 for trifluoperazine [60].…”

Section: C=s and C-s Vibrationsmentioning

confidence: 99%

Quantum chemical studies on the molecular structure, spectroscopic and electronic properties of (6-Methoxy-2-oxo-2H-chromen-4-yl)-methyl pyrrolidine-1-carbodithioate

Evecen

Tanak

2016

Materials Science-Poland

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“…The electron density of dimethylamino fragment (∼1.99 e) demonstrates clearly the strong delocalization. Additionally, the ED of conjugated bond of 3H-chromene ring (∼1.98 e) shows clearly a strong delocalization inside the compound [59]. The hyperconjugative interactions of σ→σ* and σ→π* occur in various bonds in the compound.…”

Section: Natural Bond Orbital Analysismentioning

confidence: 93%

“…Selected second-order perturbation energies E (2) associated with i→j delocalization in gas phase have been tabulated in Table 3. The stabilization energies larger than 300 kcal/mol have been listed in the table presented in the literature [59]. In electron density (ED), these interactions are observed as an increase in (C-S), (C-C) and (C-O) anti-bonding orbital that weakens the respective bonds.…”

Section: Natural Bond Orbital Analysismentioning

confidence: 99%

Theoretical investigations on the structural, spectroscopic, electronic and thermodynamic properties of (3-Oxo-3H-benzo[f]chromen-1yl) methyl N,N-dimethylcarbamodithioate-1ex

Kara

Evecen

Özdoğan

2017

Materials Science-Poland

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Hartree-Fock and Density Functional Theory (B3LYP, B3PW91) calculations for the ground state of (3-Oxo-3H-benzo[f]chromen-1-yl) methyl N,N-dimethylcarbamodithioate have been presented and the calculated structural parameters and energetic properties have been compared with the available X-ray diffraction data. The vibrational frequencies have been calculated using optimized geometry of the molecule. The conformational properties of the molecule have been determined by computing molecular energy properties, in which torsional angle varied from −180°to +180°in steps of 10°. Moreover, natural bond orbital analysis and atomic charge analysis have been performed. Besides, HOMO and LUMO energies have been calculated and their pictures have been presented. Finally, molecular electrostatic potential and thermodynamic properties have been calculated. It is seen that the obtained theoretical results agree well with the available experimental values. In all the calculations, except for optimization and vibrational calculations, B3LYP level of theory with 6-311++G(d,p) basis set has been used.

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“…The highest values of calculated polarizabilities are equal to 214 Å 3 for Phe_7 and 230.8 Å 3 for Pho_6. Hyperpolarizability data β tot for all of the compounds are much greater than that of urea (0.77 × 10 -30 cm 5 /esu) [50], which is one of the typical compounds used in research into the NLO properties of molecular systems. Therefore, it was used frequently as a threshold value for comparative studies [50].…”

Section: Phe Phe_2mentioning

confidence: 96%

A computational study on a series of phenanthrene and phenanthroline based potential organic photovoltaics

Gümüş

2017

Maced. J. Chem. Chem. Eng.

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A series of phenanthrene and phenanthroline derivatives were considered computationally by the application of Density Functional Theory at the B3LYP/6-31++G(d,p) level to investigate their potential usage as organic solar cell components, thermally activated delayed fluorescence and nonlinear optic compounds. The structures were constructed as a D-π-A motif in order to increase the ability to achieve intramolecular charge transfer enabling them to act as organic semiconductors. The inter-frontier energy gap of all compounds was found to be in the range of semiconductors. The thermally activated delayed fluorescence (TADF) properties of the compounds were also discussed in relation to the results obtained by TD-DFT calculations. Some of them possessed very narrow triplet-singlet transition energy leading to future TADF applications. Moreover, the nonlinear optic characteristics of all compounds were investigated through calculations of the total molecular dipole moment (μ tot ), linear polarizability (α tot ) and hyperpolarizability (β tot ). The results indicate the potential nonlinear optic property of all of the systems.Keywords: phenanthrene; phenanthroline; TADF; organic solar cells; NLO ПРЕСМЕТКОВНО ИСТРАЖУВАЊЕ НА СЕРИЈА ПОТЕНЦИЈАЛНИ ОРГАНСКИ ФОТОВОЛТАИЦИ БАЗИРАНИ НА ФЕНАНТРЕН И ФЕНАТРОЛИНСерија деривати на фенантрен и фенатролин беа теориски разгледувани со примена на теоријата на густината на фунцкионалот на ниво на B3LYP/6-31++G(d,p) за да се испита нивната потенцијална употреба како органски компоненти на соларни ќелии, термички активирана одложена флуоресценција и нелинеарни оптички соединенија. Структурите беа разгледувани како D-π-A мотив со цел да се зголеми способноста да се постигне интрамолекулски пренос на полнеж, што ќе овозможи да се однесуваат како органски полуспроводници. Својствата на термички активираната одолжена флуоресценција (TADF) на соединенијата се дискутирани во однос на резултатите добиени со пресметки со TD-DFT. Некои од нив имаат многу блиска транзициска енергија на триплет-синглет преминот, што овозможува нивна идна примена за TADF. Исто така, беа испитани нелинеарните оптички карактеристики на сите соединенија преку пресметка на вкупниот молекулски диполен момент (μ tot ), линеарната поларизаблиност (α tot ) и хиперполаризабилноста (β tot ). Резултатите укажуваат на потенцијални нелинеарни оптички својства на сите испитани системи.

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Experimental (XRD, FT-IR and UV–Vis) and theoretical modeling studies of Schiff base (E)-N′-((5-nitrothiophen-2-yl)methylene)-2-phenoxyaniline

Cited by 101 publications

References 63 publications

Quantum chemical studies on the molecular structure, spectroscopic and electronic properties of (6-Methoxy-2-oxo-2H-chromen-4-yl)-methyl pyrrolidine-1-carbodithioate

Quantum chemical studies on the molecular structure, spectroscopic and electronic properties of (6-Methoxy-2-oxo-2H-chromen-4-yl)-methyl pyrrolidine-1-carbodithioate

Theoretical investigations on the structural, spectroscopic, electronic and thermodynamic properties of (3-Oxo-3H-benzo[f]chromen-1yl) methyl N,N-dimethylcarbamodithioate-1ex

A computational study on a series of phenanthrene and phenanthroline based potential organic photovoltaics

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