We have located links that may give you full text access.
NMR Spectroscopic Determination of Enantiomeric Excess Using Small Prochiral Molecules.
Journal of Physical Chemistry. B 2018 May 18
The use of chiral auxiliaries, which derivatize enantiomers to diastereomers, is an established technique for NMR spectroscopic analysis of chirality and enantiomeric excess ( ee). Here we report that some small prochiral molecules exhibit ee-dependent splitting of 1 H NMR signals at room temperature based on acid/base interactions with chiral analytes, especially when either a chiral or prochiral acid contains a phenoxy group at the α-position of the carboxylic acid. As a representative case, the benzylamine (BA)/2-phenoxylpropionic acid (PPA) complex was comprehensively investigated by using various methods. Notably, X-ray crystallographic analysis shows that there are multipoint interactions in the BA/PPA complex, implying that "fixing" of molecular conformation is critical for efficient intermolecular transfer of magnetic anisotropy. Our results suggest that a wide range of prochiral molecules are available for NMR determination of ee when intermolecular interactions between prochiral molecules and chiral analytes are adequately designed.
Full text links
Related Resources
Get seemless 1-tap access through your institution/university
For the best experience, use the Read mobile app
All material on this website is protected by copyright, Copyright © 1994-2024 by WebMD LLC.
This website also contains material copyrighted by 3rd parties.
By using this service, you agree to our terms of use and privacy policy.
Your Privacy Choices
You can now claim free CME credits for this literature searchClaim now
Get seemless 1-tap access through your institution/university
For the best experience, use the Read mobile app