Quantification of the hydride donor abilities of NADH, NADPH, and BH3CN− in water

Robert J. Mayer; Joseph Moran

doi:10.1039/D2OB02041F

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Quantification of the hydride donor abilities of NADH, NADPH, and BH₃CN⁻ in water†

Robert J. Mayer

*^a and Joseph Moran

*^ab

Author affiliations

* Corresponding authors

^a Institut de Science et d'Ingénierie Supramoléculaires (ISIS), CNRS UMR 7006, Université de Strasbourg, 8 Allée Gaspard Monge, 67000 Strasbourg, France
E-mail: rjmayer@unistra.fr, moran@unistra.fr

^b Institut Universitaire de France (IUF), 75005 Paris, France

Abstract

The nucleophilic reactivities of the hydride donors NADH, NADPH, and BH₃CN⁻ in water were quantified using kinetic measurements with benzhydrylium ions as reference electrophiles. All three hydride donors were found to possess almost identical nucleophilic reactivities, providing a potential explanation for why they are involved in similar transformations in biochemistry and organic synthesis, respectively.

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Article information

DOI: https://doi.org/10.1039/D2OB02041F
Article type: Communication
Submitted: 07 Nov 2022
Accepted: 25 Nov 2022
First published: 06 Dec 2022
This article is Open Access

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Org. Biomol. Chem., 2023,21, 85-88

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Quantification of the hydride donor abilities of NADH, NADPH, and BH₃CN⁻ in water

R. J. Mayer and J. Moran, Org. Biomol. Chem., 2023, 21, 85 DOI: 10.1039/D2OB02041F

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Organic & Biomolecular Chemistry