Molecular tweezers for enantiodiscrimination in NMR: Di-(R,R)-1-[10-(1- hydroxy-2,2,2-trifluoroethyl)-9-anthryl]-2,2, 2-trifluoroethyl benzenedicarboxylates

Sergio Gil; Martina Palomino-SchäTzlein; Kepa Koldo Burusco; Carlos Jaime; Albert Virgili

doi:10.1002/chir.20786

Molecular tweezers for enantiodiscrimination in NMR: Di-(R,R)-1-[10-(1- hydroxy-2,2,2-trifluoroethyl)-9-anthryl]-2,2, 2-trifluoroethyl benzenedicarboxylates

Sergio Gil, Martina Palomino-SchäTzlein, Kepa Koldo Burusco, Carlos Jaime, Albert Virgili

Department of Chemistry

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

10 Citations (Web of Science)

Abstract

A series of new chiral molecular tweezers, di-(R,R)-1-[10-(1-hydroxy-2,2,2- trifluoroethyl)-9-anthryl]-2,2,2-trifluoroethyl phthalate (2), isophthalate (3) and terephthalate (4), were synthesized and their structure studied by NMR and molecular mechanics. Their effectiveness as chiral solvating agents for the determination of the enantiomeric purity of chiral compounds using NMR was demonstrated. © 2009 Wiley-Liss, Inc.

Original language	English
Pages (from-to)	548-556
Journal	Chirality
Volume	22
Issue number	6
DOIs	https://doi.org/10.1002/chir.20786
Publication status	Published - 1 Jun 2010

Keywords

Chiral solvating agents
Enantiodiscrimination
Enantiomeric excess
Molecular tweezers
NMR

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10.1002/chir.20786

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title = "Molecular tweezers for enantiodiscrimination in NMR: Di-(R,R)-1-[10-(1- hydroxy-2,2,2-trifluoroethyl)-9-anthryl]-2,2, 2-trifluoroethyl benzenedicarboxylates",

abstract = "A series of new chiral molecular tweezers, di-(R,R)-1-[10-(1-hydroxy-2,2,2- trifluoroethyl)-9-anthryl]-2,2,2-trifluoroethyl phthalate (2), isophthalate (3) and terephthalate (4), were synthesized and their structure studied by NMR and molecular mechanics. Their effectiveness as chiral solvating agents for the determination of the enantiomeric purity of chiral compounds using NMR was demonstrated. {\textcopyright} 2009 Wiley-Liss, Inc.",

keywords = "Chiral solvating agents, Enantiodiscrimination, Enantiomeric excess, Molecular tweezers, NMR",

author = "Sergio Gil and Martina Palomino-Sch{\"a}Tzlein and Burusco, {Kepa Koldo} and Carlos Jaime and Albert Virgili",

year = "2010",

month = jun,

day = "1",

doi = "10.1002/chir.20786",

language = "English",

volume = "22",

pages = "548--556",

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TY - JOUR

T1 - Molecular tweezers for enantiodiscrimination in NMR: Di-(R,R)-1-[10-(1- hydroxy-2,2,2-trifluoroethyl)-9-anthryl]-2,2, 2-trifluoroethyl benzenedicarboxylates

AU - Gil, Sergio

AU - Palomino-SchäTzlein, Martina

AU - Burusco, Kepa Koldo

AU - Jaime, Carlos

AU - Virgili, Albert

PY - 2010/6/1

Y1 - 2010/6/1

N2 - A series of new chiral molecular tweezers, di-(R,R)-1-[10-(1-hydroxy-2,2,2- trifluoroethyl)-9-anthryl]-2,2,2-trifluoroethyl phthalate (2), isophthalate (3) and terephthalate (4), were synthesized and their structure studied by NMR and molecular mechanics. Their effectiveness as chiral solvating agents for the determination of the enantiomeric purity of chiral compounds using NMR was demonstrated. © 2009 Wiley-Liss, Inc.

AB - A series of new chiral molecular tweezers, di-(R,R)-1-[10-(1-hydroxy-2,2,2- trifluoroethyl)-9-anthryl]-2,2,2-trifluoroethyl phthalate (2), isophthalate (3) and terephthalate (4), were synthesized and their structure studied by NMR and molecular mechanics. Their effectiveness as chiral solvating agents for the determination of the enantiomeric purity of chiral compounds using NMR was demonstrated. © 2009 Wiley-Liss, Inc.

KW - Chiral solvating agents

KW - Enantiodiscrimination

KW - Enantiomeric excess

KW - Molecular tweezers

KW - NMR

U2 - 10.1002/chir.20786

DO - 10.1002/chir.20786

M3 - Article

VL - 22

SP - 548

EP - 556

IS - 6

ER -

Molecular tweezers for enantiodiscrimination in NMR: Di-(R,R)-1-[10-(1- hydroxy-2,2,2-trifluoroethyl)-9-anthryl]-2,2, 2-trifluoroethyl benzenedicarboxylates

Abstract

Keywords

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