A Highly Efficient Base-Metal Catalyst: Chemoselective Reduction of Imines to Amines Using An Abnormal-NHC–Fe(0) Complex
Autor: | Swadhin K. Mandal, Debashis Adhikari, Mrinal Bhunia, Gonela Vijaykumar, Pradip Kumar Hota |
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Rok vydání: | 2016 |
Předmět: | |
Zdroj: | Organometallics. 35:2930-2937 |
ISSN: | 1520-6041 0276-7333 |
DOI: | 10.1021/acs.organomet.6b00478 |
Popis: | A base-metal, Fe(0)-catalyzed hydrosilylation of imines to obtain amines is reported here which outperforms its noble-metal congeners with the highest TON of 17000. The catalyst, (aNHC)Fe(CO)4, works under very mild conditions, with extremely low catalyst loading (down to 0.005 mol %), and exhibits excellent chemoselectivity. The facile nature of the imine reduction under mild conditions has been further demonstrated by reducing imines towards expensive commercial amines and biologically important N-alkylated sugars, which are difficult to achieve otherwise. A mechanistic pathway and the source of chemoselectivity for imine hydrosilylation have been proposed on the basis of the well-defined catalyst and isolable intermediates along the catalytic cycle. |
Databáze: | OpenAIRE |
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