Synthesis and Evaluation of FICA Derivatives as Chiral Derivatizing Agents.
Chem Pharm Bull (Tokyo)
; 68(8): 818-821, 2020.
Article
em En
| MEDLINE
| ID: mdl-32741925
ABSTRACT
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 19F- and 1H-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 19F-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.
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01-internacional
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MEDLINE
Assunto principal:
Ácidos Carboxílicos
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article