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2‐(Dimethylamino)phosphinine: A Phosphorus‐Containing Aniline Derivative
Author(s) -
Giese Steven,
Klimov Katrin,
Mikeházi Antal,
Kelemen Zsolt,
Frost Daniel S.,
Steinhauer Simon,
Müller Peter,
Nyulászi László,
Müller Christian
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202014423
Subject(s) - aniline , chemistry , medicinal chemistry , phosphorus , derivative (finance) , ligand (biochemistry) , stereochemistry , organic chemistry , receptor , biochemistry , financial economics , economics
The yet unknown 2‐amino‐substituted λ 3 ,σ 2 ‐phosphinines are phosphorus‐containing aniline derivatives. Calculations show that the strong interaction of the π‐donating NR 2 group with the aromatic system results in a high π‐density at the phosphorus atom. We could now synthesize 2‐N(CH 3 ) 2 ‐functionalized phosphinines, starting from a 3‐N(CH 3 ) 2 ‐substituted 2‐pyrone and (CH 3 ) 3 Si‐C≡P. Their reaction with CuBr⋅S(CH 3 ) 2 affords Cu I complexes with the first example of a neutral phosphinine acting as a rare bridging μ 2 ‐P‐4e donor‐ligand between two Cu I centers. Our experimental and theoretical investigations show that 2‐aminophosphinines are missing links in the series of known 2‐donor‐functionalized phosphinines.