Vibrational Circular Dichroism of 1,1‘-Binaphthyl Derivatives: Experimental and Theoretical Study

  title={Vibrational Circular Dichroism of 1,1‘-Binaphthyl Derivatives: Experimental and Theoretical Study},
  author={Vladim{\'i}r Setni{\vc}ka and Marie Urbanov{\'a} and Petr Bouř and and Vladim{\'i}r Kr{\'a}l and Karel Volka},
  journal={Journal of Physical Chemistry A},
Absorption and vibrational circular dichroism (VCD) spectra of six 1,1‘-binaphthyl derivatives were measured and analyzed on the basis of ab initio modeling. The spectra of both enantiomers were recorded with a high signal-to-noise ratio. The BPW91/6-31G** density functional theory level and the gauge invariant atomic orbitals were used for the simulations of VCD intensities. The binaphthyl moiety behaves as a chiral chromophore with a strong VCD signal because the 1,1‘-substitution hinders its… Expand
A vibrational Raman optical activity study of 1,1'-binaphthyl derivatives.
  • V. Liégeois
  • Chemistry, Medicine
  • Chemphyschem : a European journal of chemical physics and physical chemistry
  • 2009
Analysis of the Raman polarized and vibrational Raman optical activity backward spectra shows that some modes can be used as a probe for the determination of the torsion angle of these molecules in solution. Expand
Experimental and theoretical investigations of circular dichroism of donor-acceptor 1,1'-binaphthyls: influence of substitution on the coupling amplitude and cotton effect of the charge-transfer band.
The classical coupled oscillator theory is not applicable to the quantitative evaluation of the chiroptical properties of 1,1'-binaphthyls; rather, the quantum chemical approach is preferred, permitting a direct comparison with the experiment. Expand
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The incorporation of the implicit polarisable continuum solvation model has provided much better agreement between theory and experiment, especially for the complexes, allowing clear identification of the species and conformations and the potential applications of VCD spectroscopy for following these important catalytic species in solution reactions directly. Expand
Understanding solvent effects in vibrational circular dichroism spectra: [1,1'-binaphthalene]-2,2'-diol in dichloromethane, acetonitrile, and dimethyl sulfoxide solvents.
A combined experimental and computational investigation of the vibrational absorption (VA) and vibrational circular dichroism (VCD) spectra of [1,1'-binaphthalene]-2,2'-diol identifies three main types of perturbations that affect the shape of the VA and VCD spectra when going from one solvent to another. Expand
Chiroptical, linear, and second-order nonlinear optical properties of binaphthol derivatives.
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Absolute configuration and predominant conformations of a chiral crown ether-based colorimetric sensor: a vibrational circular dichroism spectroscopy and DFT study of chiral recognition.
A comprehensive vibrational circular dichroism (VCD) spectroscopic study of a chiral crown ether which features an axial chiral 3.3'-diphenyl-1,1'-binaphthyl group as chiral moiety is reported. Expand
Solid state vibrational circular dichroism towards molecular recognition: chiral metal complexes intercalated in a clay mineral.
The intensity of VCD peaks in the region of 1300-1400 cm-1, which were assigned to the bending vibrations of OH groups in BINOL, was remarkably dependent on the chirality relation between the two intercalated species. Expand
Electronic circular dichroism of some double-helical alkynyl cyclophanes with 1,1′-binaphthyl auxiliaries investigated using time-dependent density functional calculations
For several double-helical molecules, the dependence of electronic circular dichroism (ECD) spectra on the molecular and electronic structures is investigated on the basis of TDDFT computations withExpand
Conformational change of a chiral Schiff base Ni(II) complex with a binaphthyl moiety: application of vibrational circular dichroism spectroscopy.
Vibrational circular dichroism (VCD) spectroscopy was applied to study the structural change of a Ni(II) complex with a chiral Schiff base ligand with a focus on the twisting angle in the Schiff base backbone and the dihedral angle of the binaphthyl group. Expand