Prediction of 19 F NMR Chemical Shifts for Fluorinated Aromatic Compounds

The Journal of Organic Chemistry
Carla SaundersDean J Tantillo

Abstract

Scaling factors are reported for use in predicting 19F NMR chemical shifts for fluorinated (hetero)aromatic compounds with relatively low levels of theory. Our recommended scaling factors were developed using a curated data set of 52 compounds, with 100 individual 19F shifts spanning a range of 153 ppm. With a maximum deviation of 6.5 ppm between experimental and computed shifts, or 4% of the range tested, these scaling factors allow for the assignment of chemical shifts to specific fluorines in multifluorinated aromatics. The utility of this approach is highlighted by several structural reassignments.

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Citations

May 13, 2021·Chemical Reviews·Ricardo M BorgesRyan S Renslow
Aug 27, 2019·ACS Chemical Biology·Robert J TombariDavid E Olson
Jul 28, 2018·Journal of Chemical Theory and Computation·Frank Jensen
Oct 14, 2021·The Journal of Organic Chemistry·Viraj C KirindaC Scott Hartley
Nov 18, 2021·Magnetic Resonance in Chemistry : MRC·Eric JonasNils Schlörer

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