Preparation and behavior of (R)- and (S)-2,2,2-trifluoro-1-(1-pyrenyl)ethanol as chiral solvating agents: Study of the diastereomeric association by Job's plots, intermolecular NOE and binding constants

Anna Muñoz, Albert Virgili

Research output: Contribution to journalArticleResearchpeer-review

16 Citations (Scopus)

Abstract

Racemic 2,2,2-trifluoro-1-(1-pyrenyl)ethanol 2, was prepared and the (R)- and (S)-enantiomers obtained by preparative chiral HPLC. The behavior of these compounds as chiral solvating agents is studied with mixtures of several enantiomeric aromatic alcohols and amines. The non-linear distribution of aromatic rings in the pyrene appears to enhance the enantiodiscrimination capacity. © 2002 Elsevier Science Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)1529-1534
JournalTetrahedron Asymmetry
Volume13
Issue number14
DOIs
Publication statusPublished - 1 Aug 2002

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