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(Pentafluorophenyl)sulfur fluorides, 19 F NMR
Author(s) -
Sheppard William A.,
Ovenall Derick W.
Publication year - 1972
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.1270040509
Subject(s) - chemistry , fluorine , fluoride , sulfur , trigonal bipyramidal molecular geometry , trifluoride , intramolecular force , fluorine 19 nmr , hydrogen fluoride , crystallography , medicinal chemistry , nuclear magnetic resonance spectroscopy , inorganic chemistry , stereochemistry , organic chemistry , crystal structure
Abstract The low‐temperature 19 F NMR spectra of (pentafluorophenyl)sulfur trifluoride are explained by the trigonal bipyramid structure ( 1a ) with the pentafluorophenyl ring in the basal plane and a relatively high barrier to rotation about the CS bond. In the presence of a hydrogen fluoride scavenger, there is a high barrier to intramolecular rearrangement of the sulfur fluorines about the sulfur atom. The single basal fluorine couples strongly with one ortho fluorine and weakly with the other, but the two apical fluorines couple equally with both ortho fluorines. A six‐bond coupling between SF and p F is found in (pentafluorophenyl)sulfur trifluoride and in (pentafluorophenyl)‐sulfinyl fluoride, but not in (pentafluorophenyl)sulfonyl fluoride.