TY - JOUR
T1 - Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones.
AU - Polishchuk, Iuliia
AU - Sklyaruk, Jan
AU - Lebedev, Yury
AU - Rueping, Magnus
N1 - KAUST Repository Item: Exported on 2021-02-01
PY - 2021/1/28
Y1 - 2021/1/28
N2 - Half-sandwich iridium complexes bearing bidentate urea-phosphorus ligands were found to catalyze the direct reductive amination of aromatic and aliphatic ketones under mild conditions at 0.5 mol.% loading with high selectivity towards primary amines. One of the complexes was found to be active in both the Leuckart-Wallach (NH4CO2H) type reaction as well as in the hydrogenative (H2/NH4AcO) reductive amination. The protocol with ammonium formate does not require an inert atmosphere, dry solvents, as well as additives and in contrast to previous reports takes place in HFIP instead of methanol. Applying NH4CO2D or D2 resulted in a high degree of deuterium incorporation into the primary amine α-position.
AB - Half-sandwich iridium complexes bearing bidentate urea-phosphorus ligands were found to catalyze the direct reductive amination of aromatic and aliphatic ketones under mild conditions at 0.5 mol.% loading with high selectivity towards primary amines. One of the complexes was found to be active in both the Leuckart-Wallach (NH4CO2H) type reaction as well as in the hydrogenative (H2/NH4AcO) reductive amination. The protocol with ammonium formate does not require an inert atmosphere, dry solvents, as well as additives and in contrast to previous reports takes place in HFIP instead of methanol. Applying NH4CO2D or D2 resulted in a high degree of deuterium incorporation into the primary amine α-position.
UR - http://hdl.handle.net/10754/667114
UR - https://onlinelibrary.wiley.com/doi/10.1002/chem.202005508
U2 - 10.1002/chem.202005508
DO - 10.1002/chem.202005508
M3 - Article
C2 - 33508154
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
ER -