Premium
Nitrogen‐15 nuclear magnetic resonance spectroscopy. 15 N 19 F coupling constants in fluoropyridines and fluoroanilines
Author(s) -
Sibi Mukund P.,
Lichter Robert L.
Publication year - 1980
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270140613
Subject(s) - lone pair , coupling constant , nitrogen , hydrogen bond , resonance (particle physics) , coupling (piping) , spectroscopy , chemistry , nuclear magnetic resonance , nuclear magnetic resonance spectroscopy , atomic physics , crystallography , analytical chemistry (journal) , materials science , physics , stereochemistry , molecule , organic chemistry , quantum mechanics , particle physics , metallurgy
Two‐to five‐bond 15 N 19 F coupling constants have been determined for fluoropyridines, 8‐fluoroquinoline, fluoroanilines and fluoroaniline derivatives. Only in 2‐fluoropyridine is J (NF) large, and this is associated with a lone pair mediated enhancement of the coupling. Values in fluoroanilines and derivatives are <2Hz. Except for the fluoroanilines themselves, J (NF) decreases inversely with the number of intervening bonds. In the anilines, only 5 J (NF) is observable. Possible influences of lone pair interaction and hydrogen bonding are discussed.