Synthesis, spectral characterization, single crystal X-ray diffraction and DFT studies of 4-((2,4,5-triphenyl-1H-imidazol-1-yl)methyl)pyridine derivatives

Rajkumar, R.; Kamaraj, A.; Bharanidharan, S.; Saleem, H.; Krishnasamy, K.

doi:10.1016/j.molstruc.2014.10.035

Cited by 15 publications

(3 citation statements)

References 27 publications

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“…The β tot of investigated compound was approximately 6 times more than for urea (0.3728 × 10 −30 esu). Urea is a prototype NLO material and most often used reference material for comparative purpose 42 . The small energy gap (ΔE) of compound 3 indicates the occurrence of molecular charge transfer, and it can be penetrating to the stimulus of the polar environment.…”

Section: Resultsmentioning

confidence: 99%

A comparison between observed and DFT calculations on structure of 5-(4-chlorophenyl)-2-amino-1,3,4-thiadiazole

Kerru

Gummidi

Bhaskaruni

et al. 2019

Sci Rep

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The crystal and molecular structure of 5-(4-chlorophenyl)-2-amino-1,3,4-thiadiazole 3 was reported, which was characterized by various spectroscopic techniques (FT-IR, NMR and HRMS) and single-crystal X-ray diffraction. The crystal structure 3 (C8H6ClN3S) crystallized in the orthorhombic space group Pna21 and the unit cell consisted of 8 asymmetric molecules. The unit cell parameters were a = 11.2027(2) Å, b = 7.6705(2) Å, c = 21.2166(6) Å, α = β = γ = 90°, V = 1823.15(8) Å3, Z = 8. In addition, the structural geometry (bond lengths, bond angles, and torsion angles), the electronic properties of mono and dimeric forms of compound 3 were calculated by using the density functional theory (DFT) method at B3LYP level 6-31+ G(d,p), 6-31++ G(d,p) and 6-311+ G(d,p) basis sets in ground state. A good correlation was found (R2 = 0.998) between the observed and theoretical vibrational frequencies. Frontier molecular orbitals (HOMO and LUMO) and Molecular Electrostatic Potential map of the compound was produced by using the optimized structures. The NBO analysis was suggested that the molecular system contains N-H…N hydrogen bonding, strong conjugative interactions and the molecule become more polarized owing to the movement of π-electron cloud from donor to acceptor. The calculated structural and geometrical results were in good rational agreement with the experimental X-ray crystal structure data of 1,3,4-thiadiazol-2-amine, 3. The compound 3 exhibited n→π* UV absorption peak of UV cutoff edge, and great magnitude of the first-order hyperpolarizability was observed. The obtained results suggest that compound 3 could have potential application as NLO material. Therefore, this study provides valuable insight experimentally and theoretically, for designing new chemical entities to meet the demands of specific applications.

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Section: Resultsmentioning

confidence: 99%

A comparison between observed and DFT calculations on structure of 5-(4-chlorophenyl)-2-amino-1,3,4-thiadiazole

Kerru

Gummidi

Bhaskaruni

et al. 2019

Sci Rep

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“…Static hyperpolarizability (β tot ) in all cases was comparable for methanol and acetonitrile, which in turn were higher than that of chloroform (Table 8). The β tot in all cases was higher than that of urea (0.3728 × 10 −30 esu), which, as an NLO material [33], is considered a reference for comparison. Theoretical calculations also support the relevance of solvents in NLO properties, as these properties increased from gaseous to solvent (Table 8).…”

Section: Nlo Calculationsmentioning

confidence: 97%

Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials

et al. 2020

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Here we report on the crystal structure of three enamine/imine TBA derivatives (1–3). Since the derivatives can take the form of enamine or imine tautomers, theoretical calculations were made to confirm that the former predominates due to higher stability (thermodynamic calculations). The enamines’ form was further corroborated by high activation energy (ΔG≠; which is >60 kcal/mol in all the cases), thus requiring a large amount of energy to pass the barrier (kinetics calculations). Furthermore, 1–3 were found to show high static hyperpolarizability (βtot), thereby making them potential candidates as nonlinear materials for electro-optical devices and crystal engineering.

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“…For n < 2, the yield strength can be calculated using the relation: 6 displays the increase in stiffness constant and yield strength with increasing load values in AMPCNB single crystal [66].…”

Section: Micro Hardness Studiesmentioning

confidence: 99%

Synthesis and Controllable Growth Dynamics of Third Order Nonlinear Optical Material of 2-Amino-4-Methylpyridinium 2-Chloro 4-Nitro Benzoate Electro-Mechanical Investigation and Device Fabrication

Venkatesan¹,

Jothi²

2021

JMMCE

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An organic nonlinear optical material 2-Amino-4-methylpyridinium 2-chloro 4-nitro benzoate (AMPCNB) was synthesized and large size single crystals were grown by slow evaporation solution growth method. Single crystal X-ray diffraction study showed that the title compound belongs to monoclinic crystal system with P2 1 /n space group. A powder XRD study was performed to ascertain its phase. The UV-VIS-NIR study was performed to investigate the transparency window and lower cutoff wavelength of the compound, no absorption has been observed between 318 and 1100 nm. The third harmonic efficiency of the title compound has been studied using the Z-scan technique using continuous-wave Nd:YAG laser to confirm its saturable absorption and self-defocusing effect. The photo conducting and charge transport properties are analyzed using photoconductivity and dielectric measurements. Theoretical calculation of molecular polarizability, which is helpful in device fabrication, was carried out from Penn gap, Clausius-Mosotti equations and the obtained results were compared. Mechanical properties of the grown crystal were investigated by Vicker's microhardness study.

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Synthesis, spectral characterization, single crystal X-ray diffraction and DFT studies of 4-((2,4,5-triphenyl-1H-imidazol-1-yl)methyl)pyridine derivatives

Cited by 15 publications

References 27 publications

A comparison between observed and DFT calculations on structure of 5-(4-chlorophenyl)-2-amino-1,3,4-thiadiazole

A comparison between observed and DFT calculations on structure of 5-(4-chlorophenyl)-2-amino-1,3,4-thiadiazole

Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials

Synthesis and Controllable Growth Dynamics of Third Order Nonlinear Optical Material of 2-Amino-4-Methylpyridinium 2-Chloro 4-Nitro Benzoate Electro-Mechanical Investigation and Device Fabrication

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