Absolute Configurations of Synthetic Molecular Scaffolds from Vibrational CD Spectroscopy.
Christian MertenTino P GolubNora M KreienborgPublished in: The Journal of organic chemistry (2019)
Vibrational circular dichroism (VCD) spectroscopy is one of the most powerful techniques for the determination of absolute configurations (AC), as it does not require any specific UV/vis chromophores, no chemical derivatization, and no growth of suitable crystals. In the past decade, it has become increasingly recognized by chemists from various fields of synthetic chemistry such as total synthesis and drug discovery as well as from developers of asymmetric catalysts. This perspective article gives an overview about the most important experimental aspects of a VCD-based AC determination and explains the theoretical analysis. The comparison of experimental and computational spectra that leads to the final conclusion about the AC of the target molecules is described. In addition, the review summarizes unique VCD studies carried out in the period 2008-2018 that focus on the determination of unknown ACs of new compounds, which were obtained in its enantiopure form either through direct asymmetric synthesis or chiral chromatography.
Keyphrases
- drug discovery
- solid phase extraction
- high performance liquid chromatography
- density functional theory
- solid state
- molecularly imprinted
- single molecule
- high resolution
- tandem mass spectrometry
- liquid chromatography
- molecular dynamics simulations
- mass spectrometry
- ms ms
- acute coronary syndrome
- gas chromatography mass spectrometry
- highly efficient
- energy transfer
- molecular dynamics
- gas chromatography
- raman spectroscopy
- quantum dots
- data analysis
- metal organic framework