4.7 Article

Novel approach to benzo-fused 1,2-azaphospholene involving a Pd(ii)-assisted tandem P-C bond cleavage and P-N bond formation reaction

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CHEMICAL COMMUNICATIONS
卷 57, 期 39, 页码 4835-4838

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc01591e

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The new bisphosphine ligand exhibited unique reactivity with Pd(II), resulting in the formation of a 1,2-azaphospholene complex through a series of reactions. Mechanistic details were investigated using methods such as NMR spectroscopy, DFT calculations, and SCXRD analysis.
New bisphosphine o-Ph2PC6H4C(O)N(H)C6H4PPh2-o (1) (Bala-HariPhos) showed a unique reactivity towards Pd(ii) resulting in a 1,2-azaphospholene complex, involving a tandem P-C bond cleavage, P-N bond formation and cyclization process via the elimination of PhH. Mechanistic details were investigated using NMR spectroscopy, DFT calculations and kinetic data, and by SCXRD analysis. It involves the reductive elimination from a tautomerised complex to form a phosphonium salt followed by oxidative addition.

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