1374244-16-2Relevant academic research and scientific papers
Highly selective intramolecular carbene insertion into primary C-H bond of α-diazoacetamides mediated by a (p-cymene)ruthenium(II) carboxylate complex
Lo, Vanessa Kar-Yan,Guo, Zhen,Choi, Matthew Kwok-Wai,Yu, Wing-Yiu,Huang, Jie-Sheng,Che, Chi-Ming
, p. 7588 - 7591 (2012/07/02)
Complex [(p-cymene)Ru(η1-O2CCF3) 2(OH2)] mediated transformation of α-diazoacetamides ArCH2N(C(CH3)3)C(O)CHN2 to 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.
