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Study of the interactions between Brønsted acids and triethylphosphine oxide in solution by 31P NMR: evidences for 2:1 species

Abstract

The variation of the 31P chemical shift of triethylphosphine oxide (TEPO) in CDCl3 solution with a series of Brønsted acids at different molar ratios allows to determine the value for the 1:1 species (δ1:1), which is much lower than the reported value at infinite dilution. This value correlates with the pKa of the acid in two zones, for acids stronger and weaker than TEPO-H+. The acid strength also controls the exchange rate in solution. The evolution of the chemical shift at high acid/TEPO molar ratios indicates the existence of a second TEPO-acid interaction, which is also dependent on the acid strength. This interaction is much more favorable in the case of a diacid, which shows chemical shifts higher than expected for its pKa1 value.

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Article information


Submitted
17 Jul 2020
Accepted
02 Oct 2020
First published
02 Oct 2020

This article is Open Access

Phys. Chem. Chem. Phys., 2020, Accepted Manuscript
Article type
Paper

Study of the interactions between Brønsted acids and triethylphosphine oxide in solution by 31P NMR: evidences for 2:1 species

E. Pires and J. M. Fraile, Phys. Chem. Chem. Phys., 2020, Accepted Manuscript , DOI: 10.1039/D0CP03812A

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