Rapid Determination of Enantiomeric Excess of α-Chiral Cyclohexanones Using Circular Dichroism Spectroscopy

Abstract

Ketone handedness was discriminated using circular dichroism (CD) spectroscopy by monitoring the metal-to-ligand charge transfer (MLCT) bands of complexes between [CuI((S)-1)(CH3CN)2]PF6 and derivatized α-chiral cyclohexanones (4). This method was able to quantify enantiomeric excess of unknown samples using a calibration curve, giving an absolute error of ±7%. The analysis was rapid, allowing potential application of this assay in high-throughput screening (HTS).

Discrimination of supramolecular chirality using a protein nanopore

“…It is important to emphasise that the nanopore-based approach can determine the enantiopurity of a sample without a 100% pure reference sample, as required by ensemble analytical methods. Thus, we have established nanopore analysis as a complementary approach to existing methods such as circular dichroism 48 , 49 for the detection of supramolecular chirality.…”

Hydrazone-based cobalt complexes toward multielectron redox and spin crossover

“…1-Methyl-1-pyridylhydrazine was prepared according to reported procedures. 30 UV-visible studies were performed on a Perkin-Elmer Lambda 950 UV-vis instrument. Elemental analyses (C, H, and N) were conducted with a Perkin-Elmer 2400 analyzer.…”

Chiral Amine Enantiomeric Excess Determination Using Self‐Assembled Octahedral Fe(II)‐Imine Complexes

“…13 CD spectroscopy with can be used in the analysis of a wide variety of chiral analytes such as carboxylic acids, 12,14 aldehydes, 15 ketones, 16 alcohols, 17 aminoalcohols, 3 and amines, 18- 22 through assembly of optically responsive receptors.…”

“…Circular dichroism (CD) spectroscopy is particularly attractive for ee determination because it is capable of discriminating between enantiomers without the use of expensive chiral reagents. 13 CD spectroscopy can be used in the analysis of a wide variety of chiral analytes such as carboxylic acids, 12,14 aldehydes, 15 ketones, 16 alcohols, 17 aminoalcohols, 3 and amines, [18][19][20][21][22] through assembly of optically responsive receptors.…”