6243-58-9Relevant academic research and scientific papers
Enantiotopos-selective C-H oxygenation catalyzed by a supramolecular ruthenium complex
Frost, James R.,Huber, Stefan M.,Breitenlechner, Stefan,Bannwarth, Christoph,Bach, Thorsten
, p. 691 - 695 (2015/03/04)
Spirocyclic oxindoles undergo an enantioselective oxygenation reaction (nine examples; e.r. up to 97:3) upon catalysis by a chiral ruthenium porphyrin complex (1 mol%). The catalyst exhibits a lactam ring, which is responsible for substrate association through hydrogen bonds, and an active ruthenium center, which is in a defined spatial relationship to the oxygenation substrate. DFT calculations illustrate the perfect alignment of the active site with the reactive C-H bond and suggest-in line with the kinetic isotope effect-an oxygen rebound mechanism for the reaction.
