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Issue 42, 2020
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Study of interactions between Brønsted acids and triethylphosphine oxide in solution by 31P NMR: evidence for 2 : 1 species

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Abstract

The variation of the 31P chemical shift of triethylphosphine oxide in CDCl3 solution with a series of Brønsted acids at different molar ratios allows the determination of 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 shift higher than expected for its pKa1 value.

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

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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., 2020,22, 24351-24358
Article type
Paper

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

E. Pires and J. M. Fraile, Phys. Chem. Chem. Phys., 2020, 22, 24351
DOI: 10.1039/D0CP03812A

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