68433-01-2Relevant academic research and scientific papers
Sequential meta-/ortho-C-H Functionalizations by One-Pot Ruthenium(II/III) Catalysis
Korvorapun, Korkit,Kaplaneris, Nikolaos,Rogge, Torben,Warratz, Svenja,Stückl, A. Claudia,Ackermann, Lutz
, p. 886 - 892 (2018)
Sequential twofold meta-C-H/ortho-C-H functionalization was achieved by means of versatile ruthenium(II) biscarboxylate catalysis. The double C-H activation proved viable in a one-pot fashion with the assistance of synthetically useful imidates. The operationally simple twofold C-H functionalization occurred with high levels of positional selectivity control and was conducted in a nonsequential manner by the judicious choice of the reaction temperature. Detailed experimental mechanistic studies, including unprecedented electron paramagnetic resonance (EPR) experiments, provided strong support for homolytic C-X bond cleavage and facile C-H ruthenation, while a computational density functional theory (DFT) analysis was supportive of a novel mechanistic scenario involving synergistic catalysis via cyclometalated ruthenium(III) complexes as key intermediates.
