Complex [(p-cymene)Ru(η1-O2CCF3)2(OH2)] mediated transformation of α-diazoacetamides ArCH2N(C(CH3)3)C(O)CHN2to result in carbene insertion into the primary C-H bond exclusively, with the γ-lactam products being isolated in up to 98% yield. This unexpected reaction is striking in view of the presence of usually more reactive sites such as secondary C-H bonds in the substrates. DFT calculations based on proposed Ru-carbene species provide insight into this unique selectivity.
ASJC Scopus subject areas
- Colloid and Surface Chemistry