Unified sensing of the concentration and enantiomeric composition of chiral compounds with an achiral probe

19F NMR enantiodiscrimination and diastereomeric purity determination of amino acids, dipeptides, and amines

“…The stability and enantiomeric purity of CDA have a profound impact on the quality of the resulting spectrum, as well as the accuracy of enantiomeric purity determination. In the current work, the confirmation of (R)-2FHA was first achieved using 1 H, 13 C, and 19 F NMR spectroscopy (Fig. S1-4 †) along with HRMS (Fig.…”

“…Using our simple approach one can achieve the goal of simultaneous enantiospecific detection of multiple AAs in a complex mixture via 19 F NMR spectroscopy. Compared to the CSA (−)-(18crown-6)-2,3,11,12-tetracarboxylic acid-based method, 8 time-con- suming 13 C NMR is not necessarily required. Additionally, the resolution of separated 19 F resonance signals is greatly improved compared with 1 H and 13 C NMR, which is a great help in the precise assignment of each signal.…”

“…Chiral amino-group compounds are not only important biomolecules but also chemical and pharmaceutical intermediates for the synthesis of bioactive compounds. Currently, various methods have been widely used for the elucidation of absolute configuration and enantiomeric excess (ee), including NMR, [1][2][3][4][5][6][7][8][9][10][11][12] circular dichroism, [13][14][15][16][17] fluorescence, 18 SERS, 19 chromatography, 20,21 ion mobility mass spectrometry, 22 and electrochemistry. 23,24 However, optical spectroscopic techniques require pure enantiomers that are obtained by isolating each enantiomeric pair or by extracting each enantiomer from its original matrix prior to analysis.…”

Data-Driven Prediction of Circular Dichroism-Based Calibration Curves for the Rapid Screening of Chiral Primary Amine Enantiomeric Excess Values

“…Chiroptical methods address this bottleneck by enabling ee determination on time scales amenable to HTE . Chiroptical assays have been developed for numerous functional groups, and the techniques have proven useful in many reaction screening contexts. − …”

Fluorescence detected circular dichroism (FDCD) of a stereodynamic probe

“…[1][2][3] In particular, the interest in the determination of the enantiomeric excess (ee) is expanding outside traditional chromatographic methods with the aid of novel supramolecular architectures acting as chiral sensors using circular dichroism (CD). [4][5][6][7][8][9] Recently, other chiroptical techniques (vibrational circular dichroism (VCD), [10][11][12][13] circularly polarized luminescence (CPL) [14][15][16] and Raman optical activity (ROA 17 )) have also raised interest in the community due to some peculiar features and advantages that these ''alternative'' spectroscopies can offer. Fluorescence detected circular dichroism (FDCD) has also attracted the interest of the community studying sensors [18][19][20][21][22] and recently Bra ¨se, Biedermann et al reported the possibility to obtain strong chiroptical responses related to molecular recognition events also at low concentrations.…”