Light-Driven, Proton-Controlled, Catalytic Aerobic C-H Oxidation Mediated by a Mn(III) Porphyrinoid Complex

Heather M. Neu, Jieun Jung, Regina A. Baglia, Maxime A. Siegler, Kei Ohkubo, Shunichi Fukuzumi, David P. Goldberg

Research output: Contribution to journalArticlepeer-review

53 Scopus citations

Abstract

The visible light-driven, catalytic aerobic oxidation of benzylic C-H bonds was mediated by a MnIII corrolazine complex. To achieve catalytic turnovers, a strict selective requirement for the addition of protons was established. The resting state of the catalyst was unambiguously characterized by X-ray diffraction as [MnIII(H2O)(TBP8Cz(H))]+, in which a single, remote site on the ligand is protonated. If two remote sites are protonated, however, reactivity with O2 is shut down. Spectroscopic methods revealed that the related MnV(O) complex is also protonated at the same remote site at -60 °C, but undergoes valence tautomerization upon warming.

Original languageEnglish
Pages (from-to)4614-4617
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number14
DOIs
StatePublished - 15 Apr 2015

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