Ground state and excited state dipole moments of 6,8-diphenylimidazo[1,2-α]pyrazine determined from solvatochromic shifts of absorption and fluorescence spectra

Sıdır, İsa; Sıdır, Yadigar Gülseven

doi:10.1016/j.saa.2011.04.046

Cited by 10 publications

(4 citation statements)

References 33 publications

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“…The values of ground-and excited-state dipole moments of the molecules provide information about the change in electronic distribution of the excited molecule [22,23]. It elucidates the nature of the excited state of the molecules as it reflects the charge distribution in the molecule [22,23,50]. Furthermore, the experimental data on dipole moment can be used to parameterize quantum chemical procedures for these states [19].…”

Section: Resultsmentioning

confidence: 99%

“…The conformational changes induced by solvents in the electronic spectra of molecules can offer information on the local electric field acting on the spectrally active molecule. Thus, the exited dipole moment of an electronically excited molecule is an important property for providing information on the electronic and geometrical structure of the molecules [19,20], in designing non-linear materials [21] and new molecules, selecting best performance in analysis of specific applications, providing information about the nature of the excited states [22][23][24], determining emission energy as a function of the solvent polarity [22,23], and in parametrisation in quantum chemical procedures for these states [19]. The determination of the singlet excited-state dipole moment is based on the spectral shift caused either externally by electrochromism or internally by solvatochromism.…”

Section: Introductionmentioning

confidence: 99%

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Effect of Solvent Polarity on the Absorption and Fluorescence Spectra of Nicotinamide: Determination of Ground and Excited State Dipole Moments

Gebreyohanes¹,

Belay²,

Alemu³

2022

East Eur. J. Phys.

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Nicotinamide (NIC) is an amide-form vitamin with a carboxamide group at b positions that is involved in a variety of biological activities. The drugs contain functional groups which control the type and degree of interaction with different solvents. In this research, the ground and excited state dipole moments of nicotinamide (NIC) were estimated using solvatochromic effects and computational work. A general overview of solvent effects on the electronic absorption and fluorescence spectra of NIC is presented. In both spectra, pronounced solvatochromic effects were observed, and the shift of emission peaks was larger than the corresponding absorption spectra. The experimental ground state ( μg ) and excited state (μe) dipole moments of NIC are estimated from solvatochromic shifts of absorption and fluorescence spectra. The differences between the excited and ground state dipole moments determined by all the methods are quite similar. The HOMO-LUMO energy band gaps were calculated and found to be 5.566 eV. The excited state dipole moment is found to be higher than those of the ground state for all of the used methods, and it is attributed to the more polar excited state of NIC. Finally, the observed spectral properties, measured values of dipole moments, and electronic structures of NIC in different solvents provide important details about charge distribution and solute-solvent interactions that may be helpful in the investigation of these molecules in biological systems.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Effect of Solvent Polarity on the Absorption and Fluorescence Spectra of Nicotinamide: Determination of Ground and Excited State Dipole Moments

Gebreyohanes¹,

Belay²,

Alemu³

2022

East Eur. J. Phys.

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“…Absorptions were examined at around 280 nm for both the free ligand and Zn(bpma)Cl 2 , and were found to be almost independent of solvent polarity. These absorptions were assigned to intraligand (IL) π–π * transitions attributed to the conjugation between the pyridine and the benzylamine group …”

Section: Methodsmentioning

confidence: 99%

Structural and Luminescent Properties of [N‐benzyl‐N‐(2‐pyridyl)methylamine]dichlorozinc(II): Dual Fluorescence of N‐benzyl‐N‐(2‐pyridyl)methylamine

Song

Kang

Kim

2015

Bulletin Korean Chem Soc

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“…is can be obtained from ground and excited state dipole moments. A small change of the dipole moments and molecular structure may cause different biological activities related to the drug, making the dipole moments important measurable properties of drugs [18].…”

Section: Introductionmentioning

confidence: 99%

Estimating the Ground and Excited State Dipole Moments of Levofloxacin and Norfloxacin Drugs Using Solvatochromic Effects and Computational Work

Woldegiorges

Belay

Kebede

et al. 2021

Journal of Spectroscopy

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Levofloxacin (LVF) and norfloxacin (NRF) are a group of fluoroquinolone antibiotics, broad spectrum used to treat various infections caused by many bacterial species. The drugs contain functional groups which control the type and degree of interaction with different solvents. In this research, the ground and excited state dipole moments of LVF and NRF drugs were estimated using solvatochromic effects and computational work. The dipole moments were estimated from absorption and emission spectra in polar and nonpolar solvents using Bakhshiev’s, Kawski–Chamma–Viallet, Lippert–Mataga, and Reichardt models. The results indicated the emission spectra are more strongly affected by solvent polarity than the absorption spectra. The calculated excited state dipole moment is larger than that of the ground state, indicating that the probe compounds are significantly more polarized in the excited state than in the ground state. From computational work, the HOMO-LUMO energy band gap, the dipole moments, electron charge density distribution, and oscillator strength were determined using the semiempirical MP6 method, DFT-B3LYP-6-31G, and DFT-B3LYP-3-21G employing Gaussian 09 software. In general, larger dipole moments were obtained by computation rather than from experiments due to the absence of solvent effects.

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Ground state and excited state dipole moments of 6,8-diphenylimidazo[1,2-α]pyrazine determined from solvatochromic shifts of absorption and fluorescence spectra

Cited by 10 publications

References 33 publications

Effect of Solvent Polarity on the Absorption and Fluorescence Spectra of Nicotinamide: Determination of Ground and Excited State Dipole Moments

Effect of Solvent Polarity on the Absorption and Fluorescence Spectra of Nicotinamide: Determination of Ground and Excited State Dipole Moments

Structural and Luminescent Properties of [N‐benzyl‐N‐(2‐pyridyl)methylamine]dichlorozinc(II): Dual Fluorescence of N‐benzyl‐N‐(2‐pyridyl)methylamine

Estimating the Ground and Excited State Dipole Moments of Levofloxacin and Norfloxacin Drugs Using Solvatochromic Effects and Computational Work

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