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Ti Catalyzed Hydroamination: A Direct Functionalization of Cu Acetylide

preprint
submitted on 25.12.2019 and posted on 27.12.2019 by Han Hao, Laurel Schafer
In the presence of a bis-amidate-bis-amido Ti pre-catalyst, an NHC supported Cu acetylide was reacted with p-toluidine to generate a new Cu containing species almost quantitatively. The product was analyzed by NMR spectroscopy and X-ray single crystal diffraction to be a Cu enamide. Preliminary mechanistic studies suggest the reaction follows well accepted [2+2] cycloaddition mechanism for early transition metal catalyzed hydroamination. Furthermore, the reaction is likely to be a direct functionalization of the alkyne moiety of the Cu acetylide.

History

Email Address of Submitting Author

hanhao@chem.ubc.ca

Institution

University of British Columbia

Country

Canada

ORCID For Submitting Author

0000-0002-0176-3929

Declaration of Conflict of Interest

The authors declare no conflict of interest

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