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Equipe de Catalyse Moléculaire, Univ Paris-Sud, ICMMO, UMR 8182, Orsay, France
; Fax: +33 (0) 1 69 15 46 80
; Tel: +33 (0) 1 69 15 47 40
G. A. Razuvaev Institute of Organometallic Chemistry of Russian Academy of Sciences, Tropinia 49, 603600 Nizhny Novgorod GSP-445, Russia
; Fax: +7 8312 12 74 97
; Tel: +7 8314 63 35 32
CNRS, Orsay, France
Dalton Trans., 2013,42, 507-520
12 Jun 2012,
05 Oct 2012
First published online
09 Oct 2012
Chiral alkyl or amido yttrium complexes were prepared from N-silyl- or N-cyclopentyl-substituted binaphthylamido ligands. According to the synthetic procedure, these complexes could be obtained in their neutral form or as heterobimetallic complexes in the presence of 1 equiv. LiCl. These new species were characterized by IR and NMR spectroscopies, elemental analyses and some of them by X-ray diffraction studies. Their efficiency as catalysts for the asymmetric intramolecular hydroamination was then evaluated with several substrates towards the synthesis of two pyrrolidines and a piperidine derivative. A cooperative effect between the lithium and the yttrium atoms was undoubtedly revealed. LiCl-containing complexes afforded indeed higher enantioselectivities than their salt-free counterparts and according to the structure of the chiral ligand, they were also the most active species.
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