Krupp, Alexis ; Noll, Markus ; Reggelin, Michael (2024)
Valine derived poly (acetylenes) as versatile chiral lyotropic liquid crystalline alignment media for RDC‐based structure elucidations.
In: Magnetic Resonance in Chemistry, 2021, 59 (5)
doi: 10.26083/tuprints-00017773
Artikel, Zweitveröffentlichung, Verlagsversion
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Kurzbeschreibung (Abstract)
Anisotropic samples of lyotropic liquid crystalline (LLC) phases of valine derived polyaryl acetylenes were employed as chiral alignment media for the measurement of residual dipolar couplings (RDCs) of 12 small, chiral, organic molecules. The quadrupolar splitting of the deuterium signal of CDCl₃ can be adjusted by temperature and concentration changes from 0 to 350 Hz. The LLC phases showed excellent orienting properties for all analytes bearing various functional groups. The precise extraction of RDCs in the range of up to ±30 Hz from F2‐coupled HSQC spectra was possible. Additionally, the chiral environment led to diastereomorphous interactions with the enantiomers of chiral analytes leading to two different sets of RDCs. This differential order effect was particularly pronounced with H‐bond donors like alcohols and 2° amines.
| Typ des Eintrags: | Artikel |
|---|---|
| Erschienen: | 2024 |
| Autor(en): | Krupp, Alexis ; Noll, Markus ; Reggelin, Michael |
| Art des Eintrags: | Zweitveröffentlichung |
| Titel: | Valine derived poly (acetylenes) as versatile chiral lyotropic liquid crystalline alignment media for RDC‐based structure elucidations |
| Sprache: | Englisch |
| Publikationsjahr: | 30 Januar 2024 |
| Ort: | Darmstadt |
| Publikationsdatum der Erstveröffentlichung: | 2021 |
| Ort der Erstveröffentlichung: | Chichester |
| Verlag: | John Wiley & Sons |
| Titel der Zeitschrift, Zeitung oder Schriftenreihe: | Magnetic Resonance in Chemistry |
| Jahrgang/Volume einer Zeitschrift: | 59 |
| (Heft-)Nummer: | 5 |
| DOI: | 10.26083/tuprints-00017773 |
| URL / URN: | https://tuprints.ulb.tu-darmstadt.de/17773 |
| Zugehörige Links: | |
| Herkunft: | Zweitveröffentlichung DeepGreen |
| Kurzbeschreibung (Abstract): | Anisotropic samples of lyotropic liquid crystalline (LLC) phases of valine derived polyaryl acetylenes were employed as chiral alignment media for the measurement of residual dipolar couplings (RDCs) of 12 small, chiral, organic molecules. The quadrupolar splitting of the deuterium signal of CDCl₃ can be adjusted by temperature and concentration changes from 0 to 350 Hz. The LLC phases showed excellent orienting properties for all analytes bearing various functional groups. The precise extraction of RDCs in the range of up to ±30 Hz from F2‐coupled HSQC spectra was possible. Additionally, the chiral environment led to diastereomorphous interactions with the enantiomers of chiral analytes leading to two different sets of RDCs. This differential order effect was particularly pronounced with H‐bond donors like alcohols and 2° amines. |
| Freie Schlagworte: | computational chemistry, enantiodifferentiation, lyotropic liquid crystalline phases, NMR spectroscopy, polyacetylenes, residual dipolar couplings |
| Status: | Verlagsversion |
| URN: | urn:nbn:de:tuda-tuprints-177735 |
| Zusätzliche Informationen: | Special Issue: NMR of natural products |
| Sachgruppe der Dewey Dezimalklassifikatin (DDC): | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Fachbereich(e)/-gebiet(e): | 07 Fachbereich Chemie 07 Fachbereich Chemie > Clemens-Schöpf-Institut 07 Fachbereich Chemie > Clemens-Schöpf-Institut > Fachgebiet Organische Chemie |
| Hinterlegungsdatum: | 30 Jan 2024 13:52 |
| Letzte Änderung: | 31 Jan 2024 07:38 |
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| Suche nach Titel in: | TUfind oder in Google |
Verfügbare Versionen dieses Eintrags
- Valine derived poly (acetylenes) as versatile chiral lyotropic liquid crystalline alignment media for RDC‐based structure elucidations. (deposited 30 Jan 2024 13:52) [Gegenwärtig angezeigt]
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