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Poly(arylisocyanides) as Versatile, Enantiodiscriminating Alignment Media for Small Molecules

Wesp, Svenja ; Wolf, Kai ; Immel, Stefan ; Reggelin, Michael (2022):
Poly(arylisocyanides) as Versatile, Enantiodiscriminating Alignment Media for Small Molecules. (Publisher's Version)
In: ChemPlusChem, 87 (1), Wiley-VCH, e-ISSN 2192-6506,
DOI: 10.26083/tuprints-00021547,
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Item Type: Article
Origin: Secondary publication DeepGreen
Status: Publisher's Version
Title: Poly(arylisocyanides) as Versatile, Enantiodiscriminating Alignment Media for Small Molecules
Language: English
Abstract:

Lyotropic liquid crystalline (LLC) phases of amino acid derived polyarylisocyanides were employed as chiral alignment media for the measurement of residual dipolar couplings (RDCs) of small chiral organic molecules. Anisotropic samples in CDCl₃ displayed quadrupolar splittings of the deuterium signal in the range of several hundreds of Hertz. The LLC phases showed excellent orienting properties for a broad range of analytes bearing various functional groups. The precise extraction of RDCs in the range of up to ±40 Hertz from F2‐coupled HSQC spectra was possible. Additionally, the chiral environment offers the opportunity for diastereomorphous interactions with the enantiomers of chiral analytes leading to two different sets of RDCs. This differential order effect was particularly pronounced with ketones and alcohols.

Journal or Publication Title: ChemPlusChem
Volume of the journal: 87
Issue Number: 1
Place of Publication: Darmstadt
Publisher: Wiley-VCH
Collation: 8 Seiten
Uncontrolled Keywords: anisotropic phases, helical chirality, lyotropic liquid crystals, NMR, polymers
Classification DDC: 500 Naturwissenschaften und Mathematik > 540 Chemie
Divisions: 07 Department of Chemistry > Organ Chemistry
Date Deposited: 24 Jun 2022 12:45
Last Modified: 24 Jun 2022 12:45
DOI: 10.26083/tuprints-00021547
Corresponding Links:
URN: urn:nbn:de:tuda-tuprints-215479
SWORD Depositor: Deep Green
URI: https://tuprints.ulb.tu-darmstadt.de/id/eprint/21547
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