DMSO-Catalyzed\nDouble P–O Bond or Double P–S\nBond Formations of Phosphinic Acids

A DMSO-catalyzed double P–O bond or double P–S\nbond\nformation of phosphinic acid with an <i>O</i>- or <i>S</i>-containing nucleophile has been developed. Under metal-free\nand mild conditions, this simple procedure provides a compatible and\nrapid access to a variety of phosphonates and dithiophosphates. The\nDFT calculation of stabilization energy (SE) and the mechanism studies\ndemonstrated that the “just right” Lewis base property\nand the relatively “soft” interaction strength with\nthe phosphenium-dication ensure the unique catalytic activity of DMSO\nin this transformation.

Publication Details

Journal
Figshare
Published
2024-10-04
DOI
https://doi.org/10.1021/acs.orglett.4c03425.s001
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

DMSO-Catalyzed\nDouble P–O Bond or Double P–S\nBond Formations of Phosphinic Acids

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Organophosphorus compounds synthesis
article

DMSO-Catalyzed\nDouble P–O Bond or Double P–S\nBond Formations of Phosphinic Acids

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Abstract

A DMSO-catalyzed double P–O bond or double P–S\nbond\nformation of phosphinic acid with an <i>O</i>- or <i>S</i>-containing nucleophile has been developed. Under metal-free\nand mild conditions, this simple procedure provides a compatible and\nrapid access to a variety of phosphonates and dithiophosphates. The\nDFT calculation of stabilization energy (SE) and the mechanism studies\ndemonstrated that the “just right” Lewis base property\nand the relatively “soft” interaction strength with\nthe phosphenium-dication ensure the unique catalytic activity of DMSO\nin this transformation.

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Organophosphorus compounds synthesis
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DMSO-Catalyzed\nDouble P–O Bond or Double P–S\nBond Formations of Phosphinic Acids · Figshare (2024) | TGRS Research Map | TGRS