Metal-nitrido species are nitrogen analogues of metal-oxo species and are promising synthons for C-H amination reactions. However, C-H activation by metal-nitrido species has scarcely been reported. We have recently discovered the hydrogen atom transfer (HAT) reactivity of a fleeting Fe-nitrido porphyrin complex toward C-H bonds, which was studied by nanosecond laser flash photolysis of its Fe-azido precursor. This Fe-nitrido species was found to react faster with C-H bonds than its isoelectronic Fe-oxo porphyrin congeners. In another study, we have synthesized a stable Os(VI)-nitrido complex supported by a pincer-type CNC ligand. While this complex is chemically inert in its ground state, it was found to undergo HAT with C-H bonds in its long-lived triplet excited state upon photoexcitation by visible light. Thermochemical studies reveal that the complex becomes more oxidizing and basic in its excited state, thereby providing sufficient driving force for C-H activation. Both studies shed light on the future development of C-H amination reactions via the intermediacy of metal-nitrido species, and also provide fundamental understandings on Fe-nitrido species that are relevant to nitrogen fixation processes and on the thermochemistry of photocatalytic HAT reactions.

C-H Activation by Metal-Nitrido Species

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