Molecular structure investigation and spectroscopic studies on 2,3-difluorophenylboronic acid: A combined experimental and theoretical analysis

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dc.contributor.authorKarabacak M.
dc.contributor.authorKose E.
dc.contributor.authorAtac A.
dc.contributor.authorAli Cipiloglu M.
dc.contributor.authorKurt M.
dc.date.accessioned2024-07-22T08:19:19Z
dc.date.available2024-07-22T08:19:19Z
dc.date.issued2012
dc.description.abstractThis work presents the characterization of 2,3-difluorophenylboronic acid (abbreviated as 2,3-DFPBA, C6H3B(OH)2F 2) by quantum chemical calculations and spectral techniques. The spectroscopic properties were investigated by FT-IR, FT-Raman UV-Vis, 1H and 13C nuclear magnetic resonance (NMR) techniques. The FT-IR spectrum (4000-400 cm-1) and the FT-Raman spectrum (3500-10 cm-1) in the solid phase were recorded for 2,3-DFPBA. The 1H and 13C NMR spectra were recorded in DMSO solution. The UV-Vis absorption spectra of the 2,3-DFPBA that dissolved in water and ethanol were recorded in the range of 200-400 nm. There are four possible conformers for this molecule. The computational results diagnose the most stable conformer of the 2,3-DFPBA as the trans-cis form. The structural and spectroscopic data of the molecule were obtained for all four conformers from DFT (B3LYP) with 6-311++G (d,p) basis set calculations. The theoretical wavenumbers were scaled and compared with experimental FT-IR and FT-Raman spectra. The complete assignments were performed on the basis of the experimental results and total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method, interpreted in terms of fundamental modes. We obtained good consistency between experimental and theoretical spectra. 13C and 1H NMR chemical shifts of the molecule were calculated by using the gauge-invariant atomic orbital (GIAO) method. The electronic properties, such as excitation energies, absorption wavelengths, HOMO and LUMO energies, were performed by time-dependent DFT (TD-DFT) approach. Finally the calculation results were analyzed to simulate infrared, Raman, NMR and UV spectra of the 2,3-DFPBA which show good agreement with observed spectra. © 2012 Elsevier B.V. All rights reserved.
dc.identifier.DOI-ID10.1016/j.saa.2012.07.077
dc.identifier.issn13861425
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/17632
dc.language.isoEnglish
dc.subjectAnisotropy
dc.subjectBoronic Acids
dc.subjectDimethyl Sulfoxide
dc.subjectElectrons
dc.subjectHydrocarbons, Fluorinated
dc.subjectMagnetic Resonance Spectroscopy
dc.subjectModels, Molecular
dc.subjectMolecular Conformation
dc.subjectNonlinear Dynamics
dc.subjectOptical Phenomena
dc.subjectQuantum Theory
dc.subjectSolutions
dc.subjectSpectrophotometry, Ultraviolet
dc.subjectSpectroscopy, Fourier Transform Infrared
dc.subjectSpectrum Analysis, Raman
dc.subjectStatic Electricity
dc.subjectThermodynamics
dc.subjectVibration
dc.subjectElectronic properties
dc.subjectEthanol
dc.subjectFluorine
dc.subjectNuclear magnetic resonance
dc.subjectNuclear magnetic resonance spectroscopy
dc.subjectQuantum chemistry
dc.subjectQuantum theory
dc.subjectRaman scattering
dc.subjectSpectroscopic analysis
dc.subjectUltraviolet spectroscopy
dc.subject2,3 difluorophenylboronic acid
dc.subject2,3-difluorophenylboronic acid
dc.subjectboronic acid derivative
dc.subjectdimethyl sulfoxide
dc.subjectfluorinated hydrocarbon
dc.subjectAbsorption wavelengths
dc.subjectAtomic orbital
dc.subjectBasis sets
dc.subjectComputational results
dc.subjectDFT
dc.subjectFT-IR spectrum
dc.subjectFT-Raman
dc.subjectFT-Raman spectrum
dc.subjectFTIR and FT-Raman spectra
dc.subjectFundamental modes
dc.subjectHOMO-LUMO
dc.subjectInfrared and Raman spectra
dc.subjectLUMO energy
dc.subjectNMR chemical shifts
dc.subjectNMR spectrum
dc.subjectNuclear magnetic resonance techniques
dc.subjectQuantum chemical calculations
dc.subjectScaled Quantum Mechanics
dc.subjectSolid-phase
dc.subjectSpectral techniques
dc.subjectSpectroscopic data
dc.subjectSpectroscopic property
dc.subjectSpectroscopic studies
dc.subjectStable conformers
dc.subjectTheoretical spectra
dc.subjectTime-dependent DFT
dc.subjectTotal energy distributions
dc.subjectUV
dc.subjectUV spectrum
dc.subjectUV-VIS absorption spectra
dc.subjectVibrational modes
dc.subjectWave numbers
dc.subjectanisotropy
dc.subjectarticle
dc.subjectchemical structure
dc.subjectchemistry
dc.subjectconformation
dc.subjectelectron
dc.subjectinfrared spectroscopy
dc.subjectlight related phenomena
dc.subjectnonlinear system
dc.subjectnuclear magnetic resonance spectroscopy
dc.subjectquantum theory
dc.subjectRaman spectrometry
dc.subjectsolution and solubility
dc.subjectstatic electricity
dc.subjectthermodynamics
dc.subjectultraviolet spectrophotometry
dc.subjectvibration
dc.subjectMolecules
dc.titleMolecular structure investigation and spectroscopic studies on 2,3-difluorophenylboronic acid: A combined experimental and theoretical analysis
dc.typeArticle

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