Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from R-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.
- Nitrogen compounds
- Molecular dynamics
Candeias, N. R., Gois, P. M. P., & Afonso, C. M. (2006). Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations. Journal of Organic Chemistry, 71(15), 5489-5497. https://doi.org/10.1021/jo060397a