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Issue 2, 2013
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LiCl-effect on asymmetric intramolecular hydroamination catalyzed by binaphthylamido yttrium complexes

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Abstract

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.

Graphical abstract: LiCl-effect on asymmetric intramolecular hydroamination catalyzed by binaphthylamido yttrium complexes

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Publication details

The article was received on 12 Jun 2012, accepted on 05 Oct 2012 and first published on 09 Oct 2012


Article type: Paper
DOI: 10.1039/C2DT31265D
Citation: Dalton Trans., 2013,42, 507-520
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    LiCl-effect on asymmetric intramolecular hydroamination catalyzed by binaphthylamido yttrium complexes

    Y. Chapurina, R. Guillot, D. Lyubov, A. Trifonov, J. Hannedouche and E. Schulz, Dalton Trans., 2013, 42, 507
    DOI: 10.1039/C2DT31265D

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