Fuentes‐Monteverde, Juan Carlos ; Noll, Markus ; Das, Akhi ; Immel, Stefan ; Reggelin, Michael ; Griesinger, Christian ; Nath, Nilamoni (2023)
Residual‐chemical‐shift‐anisotropy‐based enantiodifferentiation in lyotropic liquid crystalline phases based on helically chiral polyacetylenes.
In: Angewandte Chemie International Edition, 62 (46)
doi: 10.1002/anie.202309981
Artikel, Bibliographie

Kurzbeschreibung (Abstract)

Anisotropic NMR spectroscopy, revealing residual dipolar couplings (RDCs) and residual chemical shift anisotropies (RCSAs) has emerged as a powerful tool to determine the configurations of synthetic and complex natural compounds. The deduction of the absolute in addition to the relative configuration is one of the primary goals in the field. Therefore, the investigation of the enantiodiscriminating capabilities of chiral alignment media becomes essential. While RDCs and RCSAs are now used for the determination of the relative configuration routinely, RCSAs have not been measured in chiral alignment media such as chiral liquid crystals. Herein, we present this application by measuring RCSAs for chiral analytes such as indanol and isopinocampheol in the lyotropic liquid crystalline phase of an L‐valine derived helically chiral polyacetylenes. We have also demonstrated that a single 1D ¹³C−{¹H} NMR spectrum suffices to get the RCSAs circumventing the necessity to acquire two spectra at two alignment conditions.

Typ des Eintrags:	Artikel
Erschienen:	2023
Autor(en):	Fuentes‐Monteverde, Juan Carlos ; Noll, Markus ; Das, Akhi ; Immel, Stefan ; Reggelin, Michael ; Griesinger, Christian ; Nath, Nilamoni
Art des Eintrags:	Bibliographie
Titel:	Residual‐chemical‐shift‐anisotropy‐based enantiodifferentiation in lyotropic liquid crystalline phases based on helically chiral polyacetylenes
Sprache:	Englisch
Publikationsjahr:	13 November 2023
Ort:	Weinheim
Verlag:	Wiley-VCH
Titel der Zeitschrift, Zeitung oder Schriftenreihe:	Angewandte Chemie International Edition
Jahrgang/Volume einer Zeitschrift:	62
(Heft-)Nummer:	46
Kollation:	8 Seiten
DOI:	10.1002/anie.202309981
Zugehörige Links:	TUprints Zweitveröffentlichung
Kurzbeschreibung (Abstract):	Anisotropic NMR spectroscopy, revealing residual dipolar couplings (RDCs) and residual chemical shift anisotropies (RCSAs) has emerged as a powerful tool to determine the configurations of synthetic and complex natural compounds. The deduction of the absolute in addition to the relative configuration is one of the primary goals in the field. Therefore, the investigation of the enantiodiscriminating capabilities of chiral alignment media becomes essential. While RDCs and RCSAs are now used for the determination of the relative configuration routinely, RCSAs have not been measured in chiral alignment media such as chiral liquid crystals. Herein, we present this application by measuring RCSAs for chiral analytes such as indanol and isopinocampheol in the lyotropic liquid crystalline phase of an L‐valine derived helically chiral polyacetylenes. We have also demonstrated that a single 1D ¹³C−{¹H} NMR spectrum suffices to get the RCSAs circumventing the necessity to acquire two spectra at two alignment conditions.
Alternatives oder übersetztes Abstract:	Alternatives Abstract Sprache The residual chemical shift anisotropy can be acquired from enantiomers employing biphasic helically chiral polyacetylene liquid crystal from a single 1D carbon spectrum. The chiral environment of the liquid crystal facilitates diastereomorphous interactions of enantiomers and leads to two different sets of RCSAs. On the basis of two chiral molecules, it has been demonstrated that enantiodiscrimination is feasible. Englisch
Freie Schlagworte:	Chiral Liquid Crystals, NMR Spectroscopy, Polyacetylenes, Residual Chemical Shift Anisotropy, Enantiodiscrimination
ID-Nummer:	Artikel-ID: e202309981
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:	22 Mai 2024 05:36
Letzte Änderung:	22 Mai 2024 06:57
PPN:	518464709
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Verfügbare Versionen dieses Eintrags

• Residual‐Chemical‐Shift‐Anisotropy‐Based Enantiodifferentiation in Lyotropic Liquid Crystalline Phases Based on Helically Chiral Polyacetylenes. (deposited 21 Mai 2024 13:38)
  • Residual‐chemical‐shift‐anisotropy‐based enantiodifferentiation in lyotropic liquid crystalline phases based on helically chiral polyacetylenes. (deposited 22 Mai 2024 05:36) [Gegenwärtig angezeigt]

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