Tunable, chemoselective amination via silver catalysis.

Autor: Rigoli JW; Department of Chemistry, University of Wisconsin , Madison, Wisconsin 53706, United States., Weatherly CD, Alderson JM, Vo BT, Schomaker JM
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2013 Nov 20; Vol. 135 (46), pp. 17238-41. Date of Electronic Publication: 2013 Nov 11.
DOI: 10.1021/ja406654y
Abstrakt: Organic N-containing compounds, including amines, are essential components of many biologically and pharmaceutically important molecules. One strategy for introducing nitrogen into substrates with multiple reactive bonds is to insert a monovalent N fragment (nitrene or nitrenoid) into a C-H bond or add it directly to a C═C bond. However, it has been challenging to develop well-defined catalysts capable of promoting predictable and chemoselective aminations solely through reagent control. Herein, we report remarkable chemoselective aminations that employ a single metal (Ag) and a single ligand (phenanthroline) to promote either aziridination or C-H insertion by manipulating the coordination geometry of the active catalysts.
Databáze: MEDLINE