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Group 5 Metal Binaphtholate Complexes for Catalytic Asymmetric Hydroaminoalkylation and Hydroamination/Cyclization

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    Group 5 Metal Binaphtholate Complexes for Catalytic Asymmetric Hydroaminoalkylation and Hydroamination/Cyclization
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    † Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854-8087, United States
    ‡ Institut für Chemie, Organische Synthesechemie, Universität Potsdam, Karl-Liebknecht-Strasse 24-25, D-14476 Golm, Germany
    *To whom correspondence should be addressed. E-mail: [email protected]
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    Organometallics

    Cite this: Organometallics 2011, 30, 5, 921–924
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    https://doi.org/10.1021/om1011006
    Published January 12, 2011
    Copyright © 2011 American Chemical Society
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    Abstract

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    3,3′-Silylated binaphtholate tantalum and niobium complexes were shown to be efficient catalysts for the asymmetric hydroaminoalkylation of N-methylaniline derivatives and N-benzylmethylamine with simple alkenes in enantioselectivities of up to 80% ee. No hydroaminoalkylation was observed with aminoalkenes; rather, exclusive asymmetric hydroamination/cyclization took place in up to 81% ee.

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    Text, figures, and tables giving experimental procedures and characterization data, NMR spectra of all new ligands and complexes, Mosher amides, and HPLC traces and CIF files giving crystal data for 2d-Nb and 2d-Ta. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Cite this: Organometallics 2011, 30, 5, 921–924
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    Published January 12, 2011
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