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Efficient C(sp)-P(V) bond cleavage and reconstruction of free α-aminophosphonates palladium catalysis. | LitMetric

Efficient C(sp)-P(V) bond cleavage and reconstruction of free α-aminophosphonates palladium catalysis.

Chem Commun (Camb)

Key Laboratory of General Chemistry of the National Ethnic Affairs Commission, College of Chemistry and Environment, Southwest Minzu University, Chengdu 610041, China.

Published: October 2024

AI Article Synopsis

  • Researchers developed a new method for breaking and reforming C-P bonds in organophosphine compounds, using palladium as a catalyst.
  • The reaction efficiently targets the C(sp)-P(V) bond in α-aminophosphonates and can easily incorporate various halides for functionalization.
  • The process is effective for synthesizing diverse organophosphine molecules at a larger scale, supported by mechanistic studies.

Article Abstract

Transition metal-catalyzed cleavage and reconstruction of the C-P bond provides a highly efficient and rapid method for the transformation of organophosphine compounds. In this study, a novel and general protocol for the palladium-catalyzed C(sp)-P(V) bond cleavage of free α-aminophosphonates and subsequent functionalization C-P bond recombination has been developed. The reaction exhibits high reactivity between the C(sp)-P bond and halides, accommodating a wide range of substrates and enabling the rapid synthesis of aryl, alkenyl, and alkyl organophosphine molecules. Additionally, the synthetic utility is validated by gram-scale synthesis, and the reaction process is corroborated by mechanistic experiments.

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Source
http://dx.doi.org/10.1039/d4cc03702bDOI Listing

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