
%0 Journal Article
%A Itzstein, Mv 
%A Jenkins, ID 
%T Preparation and nuclear magnetic resonance studies of diaryloxytriphenylphosphoranes. Correlation of substituent effects with <sup>31</sup>P N.M.R. chemical shifts
%J Australian Journal of Chemistry
%D 1984/12/01
%V 37
%N 12
%P 2447-2451
%K 
%R https://doi.org/10.1071/CH9842447
%U https://www.publish.csiro.au/paper/CH9842447 
%X Triphenylphosphine and diisopropyl azodicarboxylate react with phenols in tetrahydrofuran or chloroform at 0&#176; to give diaryloxytriphenylphosphoranes. A linear free-energy relationship has been found between the 31P n.m.r. chemical shifts of many of these phosphoranes and the acid dissociation constants of the corresponding phenols. In general, electron-withdrawing groups on the phenol result in downfield 31P n.m.r. chemical shifts, while electron donating groups result in up-field shifts. 
