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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.
In: ChemPlusChem, 2022, 87 (1)
doi: 10.26083/tuprints-00021547
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Item Type: Article
Type of entry: Secondary publication
Title: Poly(arylisocyanides) as Versatile, Enantiodiscriminating Alignment Media for Small Molecules
Language: English
Date: 24 June 2022
Place of Publication: Darmstadt
Year of primary publication: 2022
Publisher: Wiley-VCH
Journal or Publication Title: ChemPlusChem
Volume of the journal: 87
Issue Number: 1
Collation: 8 Seiten
DOI: 10.26083/tuprints-00021547
Corresponding Links:
Origin: Secondary publication DeepGreen

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.

Uncontrolled Keywords: anisotropic phases, helical chirality, lyotropic liquid crystals, NMR, polymers
Status: Publisher's Version
URN: urn:nbn:de:tuda-tuprints-215479
Classification DDC: 500 Science and mathematics > 540 Chemistry
Divisions: 07 Department of Chemistry > Clemens-Schöpf-Institut > Organ Chemistry
Date Deposited: 24 Jun 2022 12:45
Last Modified: 14 Nov 2023 19:04
SWORD Depositor: Deep Green
URI: https://tuprints.ulb.tu-darmstadt.de/id/eprint/21547
PPN: 499655435
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