摘要：1-Fluoroindan-1-carboxyic acid (FICA) derivatives containing a monosubstituted benzene ring ( 1b – e ) were synthesized as their methyl esters and their potential as chiral derivatizing agents (CDAs) were assessed by both 19 F- and 1 H-NMR spectroscopy. Introduction of a substituent at the 4-position in the benzene ring caused a 1.2–2 fold increase in ΔδF values when compared with that of FICA. This increase was investigated using a correlation model for 19 F-NMR and by the order of the stability of the synperiplanar ( sp ) and antiperiplanar ( ap ) conformers of the ( R , S ) and ( S , S ) diastereomers from the Gibbs’ free energy at 298.15 K.
关键词：chiral derivatizing agent;4-bromo-1-fluoroindan-1-carboxylic acid;19F-NMR;correlation model;Gibbs’ free energy
