2-(Dimethylamino)phosphinine: A Phosphorus-Containing Aniline Derivative.
Steven GieseKatrin KlimovAntal MikeháziZsolt KelemenDaniel S FrostSimon SteinhauerPeter MüllerLaszlo NyulasziChristian MüllerPublished in: Angewandte Chemie (International ed. in English) (2020)
The yet unknown 2-amino-substituted λ3 ,σ2 -phosphinines are phosphorus-containing aniline derivatives. Calculations show that the strong interaction of the π-donating NR2 group with the aromatic system results in a high π-density at the phosphorus atom. We could now synthesize 2-N(CH3 )2 -functionalized phosphinines, starting from a 3-N(CH3 )2 -substituted 2-pyrone and (CH3 )3 Si-C≡P. Their reaction with CuBr⋅S(CH3 )2 affords CuI complexes with the first example of a neutral phosphinine acting as a rare bridging μ2 -P-4e donor-ligand between two CuI centers. Our experimental and theoretical investigations show that 2-aminophosphinines are missing links in the series of known 2-donor-functionalized phosphinines.