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Issue 39, 2021
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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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Abstract

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.

Graphical abstract: 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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Article information


Submitted
24 Mar 2021
Accepted
05 Apr 2021
First published
05 Apr 2021

Chem. Commun., 2021,57, 4835-4838
Article type
Communication

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

H. S. Kunchur, L. Radhakrishna, M. K. Pandey and M. S. Balakrishna, Chem. Commun., 2021, 57, 4835
DOI: 10.1039/D1CC01591E

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