Publication: Unveiling the Phosphine-Mediated N‑Transfer from Azide to Isocyanide en Route to Carbodiimides and 4‑Imino-1,3,2-diazaphosphetidines- Dataset
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Date
2024-12-21
Authors
Pastor, Aurelia ; Lopez-Leonardo, Carmen ; Cutillas-Font, Guillermo ; Martinez-Cuezva, Alberto ; Marin-Luna, Marta ; Garcia-Lopez, Jose-Antonio ; Saura-Llamas, Isabel ; Alajarín, Mateo
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Abstract
Intramolecular reactions between isocyano and iminophosphorane
functions yield species containing an embedded 1,3,2-
diazaphosphetidine ring, as result of the [2 + 2] cycloaddition of the
primary reactive product, the cyclic carbodiimide, with a second unit of
reactant. DFT studies reveal a first rate-determining step entailing a [2 +
1] cycloaddition involving the isocyanide carbon atom and the P N
double bond, with the further intervention of a dipolar precursor of the
intermediate carbodiimide. The 1,3,2-diazaphosphetidine ring of the
final products is shown to be hydrolytically and thermally labile
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