Rapid organocatalytic chirality analysis of amines, amino acids, alcohols, amino alcohols and diols with achiral iso(thio)cyanate probes

Abstract

The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...

Chiroptical Switching and Quantitative Chirality Sensing with (Pseudo)halogenated Quinones

“…In accordance with our chiral amine sensing study, these additional 21 substrates were selected to encompass structures exhibiting asmall aromatic ring as well as some that are devoid of ac hromophore and therefore increasingly challenging.N evertheless,d istinct CD effects were obtained without exception just by fast mixing of the assay components and CD analysis without further delay (see SI). [19,[38][39][40][41][42][43] Scheme 1. Chiroptical redox switching using NaBH 4 and air as external stimuli.…”

′Ab Ovo′ Chiral Phases and Chiral Reagents for Liquid Chromatographic Separation and Isolation of Enantiomers

“…Raman and surface enhanced Raman (SERS) spectroscopy proved the formation of host‐guest intermolecular complexes between propranolol enantiomers and α, β, γ CDs [147] . The alternative methods including use of chiral columns, electro migration techniques, porous organic cages, [148] chiroptical sensing with a single arylisocyanate probe [149] etc, have high equipment and running costs and other limitations to be used routinely. The final choice of method, however, would depend upon the situation, nature and chemical structure of the analyte and the ease of availability of laboratory facilities.…”

Simultaneous Discrimination and Quantification of Enantiomeric Amino Acids under Physiological Conditions by Chiral 19F NMR Tag

“…An abnormal d -amino acid level is associated with various symptoms, such as schizophrenia and Alzheimer’s disease. − Discrimination and quantification of enantiomeric molecules is highly desirable and is a routine necessity in the field of biological processes, synthetic chemistry, and the pharmaceutical industry. Methods toward chiral analysis, including high-performance liquid chromatography, − mass spectrometry, − circular dichroism, − and fluorescence − were proposed. The optical analysis of amino acids that have low or no UV absorption generally requires chemical derivatization followed by chiral chromatography. , Fluorescence spectroscopy is a sensitive method to determine enantiomeric amino acids via coordination by a chiral host or a covalent attachment to a fluorophore, , however, the varied binding strength between different analytes with the host or the reversible process between the free host and the host–guest complex compromises the quantification of individual analytes in a mixture .…”