An Examination of Factors Influencing Small Proton Chemical Shift Differences in Nitrogen-Substituted Monodeuterated Methyl Groups

Elliott, Stuart ORCID: 0000-0002-8726-0635, Ogba, O, Brown, Lynda and O’Leary, Daniel (2021) An Examination of Factors Influencing Small Proton Chemical Shift Differences in Nitrogen-Substituted Monodeuterated Methyl Groups. Symmetry, 13 (9). p. 1610.

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Official URL: http://dx.doi.org/10.3390/sym13091610

Abstract

<jats:p>Monodeuterated methyl groups have previously been demonstrated to provide access to long-lived nuclear spin states. This is possible when the CH2D rotamers have sufficiently different populations and the local environment is chiral, which foments a non-negligible isotropic chemical shift difference between the two CH2D protons. In this article, the focus is on the N-CH2D group of N-CH2D-2-methylpiperidine and other suitable CH2D-piperidine derivatives. We used a combined experimental and computational approach to investigate how rotameric symmetry breaking leads to a 1H CH2D chemical shift difference that can subsequently be tuned by a variety of factors such as temperature, acidity and 2-substituted molecular groups.</jats:p>

Item Type:	Article
Uncontrolled Keywords:	monodeuterated methyl group, CH2D, chemical shift difference, equilibrium isotope effects, diastereotopicity
Divisions:	Faculty of Science and Engineering > School of Physical Sciences
Depositing User:	Symplectic Admin
Date Deposited:	08 Sep 2021 08:42
Last Modified:	17 Mar 2024 12:43
DOI:	10.3390/sym13091610
Related URLs:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3136265