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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
Artikel, Zweitveröffentlichung, Verlagsversion

Kurzbeschreibung (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.

Typ des Eintrags: Artikel
Erschienen: 2022
Autor(en): Wesp, Svenja ; Wolf, Kai ; Immel, Stefan ; Reggelin, Michael
Art des Eintrags: Zweitveröffentlichung
Titel: Poly(arylisocyanides) as Versatile, Enantiodiscriminating Alignment Media for Small Molecules
Sprache: Englisch
Publikationsjahr: 2022
Ort: Darmstadt
Publikationsdatum der Erstveröffentlichung: 2022
Verlag: Wiley-VCH
Titel der Zeitschrift, Zeitung oder Schriftenreihe: ChemPlusChem
Jahrgang/Volume einer Zeitschrift: 87
(Heft-)Nummer: 1
Kollation: 8 Seiten
DOI: 10.26083/tuprints-00021547
URL / URN: https://tuprints.ulb.tu-darmstadt.de/21547
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Herkunft: Zweitveröffentlichung DeepGreen
Kurzbeschreibung (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.

Freie Schlagworte: anisotropic phases, helical chirality, lyotropic liquid crystals, NMR, polymers
Status: Verlagsversion
URN: urn:nbn:de:tuda-tuprints-215479
Sachgruppe der Dewey Dezimalklassifikatin (DDC): 500 Naturwissenschaften und Mathematik > 540 Chemie
Fachbereich(e)/-gebiet(e): 07 Fachbereich Chemie
07 Fachbereich Chemie > Clemens-Schöpf-Institut > Fachgebiet Organische Chemie
Hinterlegungsdatum: 24 Jun 2022 12:45
Letzte Änderung: 27 Jun 2022 07:17
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