THE USE OF THE F-19 NMR-SPECTRA OF FLUOROPYRIDINES AND RELATED-COMPOUNDS TO VERIFY THE STATISTICAL SUBSTITUENT CHEMICAL-SHIFT VALUES OF FLUOROARENES

Citation
Jr. Nanney et Cal. Mahaffy, THE USE OF THE F-19 NMR-SPECTRA OF FLUOROPYRIDINES AND RELATED-COMPOUNDS TO VERIFY THE STATISTICAL SUBSTITUENT CHEMICAL-SHIFT VALUES OF FLUOROARENES, Journal of fluorine chemistry, 68(2), 1994, pp. 181-200
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
ISSN journal
00221139
Volume
68
Issue
2
Year of publication
1994
Pages
181 - 200
Database
ISI
SICI code
0022-1139(1994)68:2<181:TUOTFN>2.0.ZU;2-P
Abstract
F-19 NMR data for fluorosubstituted-pyridines, -pyridazines, -pyrimidi nes, -pyrazines and -1,3,5-triazines has been used to verify previousl y published statistical substituent chemical shift (SSCS) values for f luoroarenes. The data also allowed generation of a set of structure fa ctors for aromatic nitrogen heterocycles which allows the signals for these compounds to be predicted from the same set of SSCS values as fl uoroarenes. When these values are used to predict the F-19 NMR signal positions of the nitrogen heterocycles, they give a correlation coeffi cient of predicted versus observed values of 0.987 with a standard dev iation of 4.5 compared with 0.995 and 2.46, respectively, for the fluo roarenes.