Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1320819 | Journal of Organometallic Chemistry | 2015 | 5 Pages |
•Asymmetric C–C bond formation of an amine with CH2Cl2 by chiral NCN pincer Rh complex.•β-functionalization of an amine via C–H bond activation and C–Cl oxidative addition.•Determination of the absolute configuration of new chiral center by X-ray analysis.•C–N bond formation of NEt3 with CH2Cl2 giving the ammonium ylide complex.
Functionalization of a β-C–H bond of a secondary aliphatic amine was accomplished using NCN pincer Rh complex 1 with a chiral bis(oxazolinyl)phenyl ligand. Complex 1 underwent asymmetric alkylation of dicyclopentylamine with CH2Cl2 to form azametallacycle complex 2. Additionally, the reaction of 1 with triethylamine in CH2Cl2 resulted in the formation of ammonium ylide complex 3 via C–N bond formation.
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