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• W2899257933 abstract "Abstract In this work, the practical/analytical potential of an L‐valine‐derived polyacetylene (PLA) lyotropic liquid crystal (LLC) is examined to spectrally discriminate enantiomers (racemic mixture) or enantiotopic directions of a large collection (23) of (pro)chiral model compounds (from rigid to flexible and polar to apolar ones), thus covering various important aspects of enantiomorphism. Experimental 2 H‐{ 1 H} (deuterated analytes and at natural abundance level) and 13 C‐{ 1 H} NMR results are discussed in terms of the difference of 2 H‐RQCs or 13 C‐RCSAs and compared to those obtained in polypeptide‐type LLCs (PBLG). The analysis of the NMR results provides an overview of the enantiodifferentiation capabilities of PLA and gives useful/practical hints for the chemist to select the most appropriate chiral oriented system. Astonishing NAD NMR results were obtained in the case of one of the simplest, chiral alkanes, 3‐methylhexane. From a theoretical viewpoint, the data collected highlight the key molecular factors involved in orientation/discrimination processes, as a basis for optimizing computational prediction (molecular dynamics simulation), as well as designing novel helically chiral polymers as new enantiodiscriminating aligning media. In addition, a new, robust and efficient protocol to synthesize PLA and its enantiomer (PDA) on a large scale and with small polydispersities is proposed." @default.
• W2899257933 created "2018-11-09" @default.
• W2899257933 creator A5018938852 @default.
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• W2899257933 creator A5069724925 @default.
• W2899257933 creator A5082043570 @default.
• W2899257933 date "2019-01-11" @default.
• W2899257933 modified "2023-10-13" @default.
• W2899257933 title "²H and¹³C NMR-Based Enantiodetection Using Polyacetylene versus Polypeptide Aligning Media: Versatile and Complementary Tools for Chemists" @default.
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• W2899257933 doi "https://doi.org/10.1002/cplu.201800493" @default.
• W2899257933 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31950700" @default.
• W2899257933 hasPublicationYear "2019" @default.
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