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

doi:10.1016/S0957-4166(02)00370-1

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

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-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 language	English
Pages (from-to)	1529-1534
Journal	Tetrahedron Asymmetry
Volume	13
Issue number	14
DOIs	https://doi.org/10.1016/S0957-4166(02)00370-1
Publication status	Published - 1 Aug 2002

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title = "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",

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. {\textcopyright} 2002 Elsevier Science Ltd. All rights reserved.",

author = "Anna Mu{\~n}oz and Albert Virgili",

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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. / Muñoz, Anna; Virgili, Albert.

In: Tetrahedron Asymmetry, Vol. 13, No. 14, 01.08.2002, p. 1529-1534.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - 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

AU - Muñoz, Anna

AU - Virgili, Albert

PY - 2002/8/1

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N2 - 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.

AB - 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.

U2 - 10.1016/S0957-4166(02)00370-1

DO - 10.1016/S0957-4166(02)00370-1

M3 - Article

VL - 13

SP - 1529

EP - 1534

IS - 14

ER -