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19-Fluorine nuclear magnetic resonance chemical shift variability in trifluoroacetyl species

Authors Sloop J

Received 5 December 2012

Accepted for publication 11 January 2013

Published 20 February 2013 Volume 2013:3 Pages 1—12

DOI https://doi.org/10.2147/ROC.S38495

Checked for plagiarism Yes

Review by Single anonymous peer review

Peer reviewer comments 4



Joseph C Sloop

School of Science and Technology, Georgia Gwinnett College, Lawrenceville, GA, USA

Abstract: This review examines the variability of chemical shifts observed in 19-fluorine (19F) nuclear magnetic resonance spectra for the trifluoroacetyl (TFA) functional group. The range of 19F chemical shifts reported spectra for the TFA group varies generally from −85 to −67 ppm relative to CFCl3. The literature revealed several factors that impact chemical shifts of the TFA moiety - substrate topology, electronic environment, solvent polarity, and concentration effects. Often these effects conspire to cause deshielding of the TFA group by up to 15 ppm. These factors will be examined for a series of TFA-functionalized acyclic, cyclic, aromatic, and heterocyclic molecules.

Keywords:
19F NMR, chemical shift, shielding, trifluoroacetyl group, fluorinated diketones, triketones

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