Over 60 lignin-related model compounds were phosphitylated with 2chloro-4,4,5,5-tetramethyldioxaphospholane, a sterically hindered analogue of 2-chloro-1,3,2-dioxaphospholane used in earlier work, and their 31P chemical shifts were recorded Excellent resolution between the chemical shifts of phosphitylated carboxylic acids, phenols and aliphatic alcohols was obtained The correlations of the phosphorus chemical shifts with the chemical environments of lignin-related phenols using the Hammett principles provided an excellent linear relationship between the resonance substituent constant, a:, and the corresponding "P NMR chemical shift values for para-substituted ligninrelated phenols In addition, a correlation between 31P NMR chemical shifts for ortho- and para-substituted phosphitylated phenols was obtained A set of empirical parameters that permits the accurate prediction of "P NMR chemical shifts of lignin-related phenolic compounds derivatized with Zchloro-4,4,5,5

Correlation analysis of 31P NMR chemical shifts with substituent effects of phenols

Non-biological aspects of phosphorus-31 NMR spectroscopy

Substituent Effects on Chemical Shifts in the Sidechains of Aromatic Systems

CHAPTER 1 – Phosphorus-31 Chemical Shifts: Principles and Empirical Observations

31P NMR and ESI-MS structural studies have been carried out for O,O-dimethylphosphorothioate anion (PA–) interacting with Ag+, Hg2+, and Na+ cations. Evidence is presented for the formation of PA–·...

31P NMR and ESI-MS studies of metal ion-phosphorus pesticide residue complexes

The 19F and 31P NMR spectral parameters of a series of meta and para substituted phenylphosphonic difluorides were found to be linearly related to the substituent parameters: the phosphorus chemical shifts correlated with Hammett's σ constant, the fluorine chemical shifts with Taft's σR parameter and the phosphorus–fluorine coupling constants with σ+.

Linda L. Szafraniec

Papers

The effect of the structure of substituted phenylphosphonic difluorides on their 19F and 31P NMR spectral parameters