Bifunctional (cyclopentadienone)iron-tricarbonyl complexes: synthesis, computational studies and application in reductive amination.
Reductive amination under hydrogen pressure is a valuable process in organic chemistry to access amine derivatives from aldehydes or ketones. Knölker's complex has been shown to be an efficient iron catalyst in this reaction. To determine the influence of the substituents on the cyclopentadienone ancillary ligand, a series of modified Knölker's complexes was synthesised and fully characterised. These complexes were also transformed into their analogous acetonitrile iron-dicarbonyl complexes. Catalytic activities of these complexes were evaluated and compared in a model reaction. The scope of this reaction is also reported. For mechanistic insights, deuterium-labelling experiments and DFT calculations were undertaken and are also presented.
Laboratoire de Chimie Moléculaire et Thioorganique, Normandie University, Université de Caen Basse Normandie, CNRS, UMR 6507, 6, Boulevard du Maréchal Juin, 14050 Caen (France), Fax: (+33) 231452877.
Solenne
S
Moulin
Hélène
H
Dentel
Anastassiya
A
Pagnoux-Ozherelyeva
Sylvain
S
Gaillard
Albert
A
Poater
Luigi
L
Cavallo
Jean-François
JF
Lohier
Jean-Luc
JL
Renaud
amination; catalysis; density functional calculations; hydrogenation; iron