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Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism

(2017) PHYSICAL CHEMISTRY CHEMICAL PHYSICS. 19(41). p.28028-28036
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Abstract
Vibrational absorption and vibrational circular dichroism spectra (VA and VCD) have been recorded for two hybrid isoindolinone-phtalide stereoisomers dissolved in CDCl3. Density-functional calculations have been performed to determine their absolute configuration. A comparison of calculated and measured values has been made using several goodness-of-fit indicators, and also introducing a model-averaging technique, taking into account the variation of calculated spectra with the details of the computational method. The model-averaging technique, preliminarily tested on two VCD spectra already assigned to two diastereomers of tadalafil, gives higher credibility to the ab initio calculations, and should be useful for other molecules with high flexibility and/or more than one stereogenic center.
Keywords
OPTICAL-ACTIVITY, STEREOCHEMISTRY, SPECTROSCOPY, DIASTEREOISOMERS, DIFFRACTION, PAZINACLONE, SIMILARITY

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Citation

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Chicago
Monaco, Guglielmo, Francesco Aquino, Riccardo Zanasi, Wouter Herrebout, Patrick Bultinck, and Antonio Massa. 2017. “Model-averaging of Ab Initio Spectra for the Absolute Configuration Assignment via Vibrational Circular Dichroism.” Physical Chemistry Chemical Physics 19 (41): 28028–28036.
APA
Monaco, Guglielmo, Aquino, F., Zanasi, R., Herrebout, W., Bultinck, P., & Massa, A. (2017). Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 19(41), 28028–28036.
Vancouver
1.
Monaco G, Aquino F, Zanasi R, Herrebout W, Bultinck P, Massa A. Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism. PHYSICAL CHEMISTRY CHEMICAL PHYSICS. 2017;19(41):28028–36.
MLA
Monaco, Guglielmo, Francesco Aquino, Riccardo Zanasi, et al. “Model-averaging of Ab Initio Spectra for the Absolute Configuration Assignment via Vibrational Circular Dichroism.” PHYSICAL CHEMISTRY CHEMICAL PHYSICS 19.41 (2017): 28028–28036. Print.
@article{8537087,
  abstract     = {Vibrational absorption and vibrational circular dichroism spectra (VA and VCD) have been recorded for two hybrid isoindolinone-phtalide stereoisomers dissolved in CDCl3. Density-functional calculations have been performed to determine their absolute configuration. A comparison of calculated and measured values has been made using several goodness-of-fit indicators, and also introducing a model-averaging technique, taking into account the variation of calculated spectra with the details of the computational method. The model-averaging technique, preliminarily tested on two VCD spectra already assigned to two diastereomers of tadalafil, gives higher credibility to the ab initio calculations, and should be useful for other molecules with high flexibility and/or more than one stereogenic center.},
  author       = {Monaco, Guglielmo and Aquino, Francesco and Zanasi, Riccardo and Herrebout, Wouter and Bultinck, Patrick and Massa, Antonio},
  issn         = {1463-9076},
  journal      = {PHYSICAL CHEMISTRY CHEMICAL PHYSICS},
  language     = {eng},
  number       = {41},
  pages        = {28028--28036},
  title        = {Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism},
  url          = {http://dx.doi.org/10.1039/c7cp05358d},
  volume       = {19},
  year         = {2017},
}

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