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    Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones.

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    Name:
    air stable_chem.202005508.pdf
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    953.1Kb
    Format:
    PDF
    Description:
    Accepted manuscript
    Embargo End Date:
    2022-01-28
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    Type
    Article
    Authors
    Polishchuk, Iuliia
    Sklyaruk, Jan
    Lebedev, Yury cc
    Rueping, Magnus cc
    KAUST Department
    KAUST Catalysis Center (KCC)
    Chemical Science Program
    Physical Science and Engineering (PSE) Division
    Biological and Environmental Sciences and Engineering (BESE) Division
    Date
    2021-01-28
    Embargo End Date
    2022-01-28
    Submitted Date
    2020-12-29
    Permanent link to this record
    http://hdl.handle.net/10754/667114
    
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    Abstract
    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.
    Citation
    Polishchuk, I., Sklyaruk, J., Lebedev, Y., & Rueping, M. (2021). Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones. Chemistry – A European Journal. doi:10.1002/chem.202005508
    Publisher
    Wiley
    Journal
    Chemistry (Weinheim an der Bergstrasse, Germany)
    DOI
    10.1002/chem.202005508
    PubMed ID
    33508154
    Additional Links
    https://onlinelibrary.wiley.com/doi/10.1002/chem.202005508
    ae974a485f413a2113503eed53cd6c53
    10.1002/chem.202005508
    Scopus Count
    Collections
    Articles; Biological and Environmental Sciences and Engineering (BESE) Division; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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