Highly Reactive Manganese(IV)-Oxo Porphyrins Showing Temperature-Dependent Reversed Electronic Effect in C-H Bond Activation Reactions

Mian Guo, Mi Sook Seo, Yong Min Lee, Shunichi Fukuzumi, Wonwoo Nam

Research output: Contribution to journalArticlepeer-review

36 Scopus citations

Abstract

We report that Mn(IV)-oxo porphyrin complexes, MnIV(O)(TMP) (1) and MnIV(O)(TDCPP) (2), are capable of activating the C-H bonds of hydrocarbons, including unactivated alkanes such as cyclohexane, via an oxygen non-rebound mechanism. Interestingly, 1 with an electron-rich porphyrin is more reactive than 2 with an electron-deficient porphyrin at a high temperature (e.g., 0 °C). However, at a low temperature (e.g., -40 °C), the reactivity of 1 and 2 is reversed, showing that 2 is more reactive than 1. To the best of our knowledge, the present study reports the first example of highly reactive Mn(IV)-oxo porphyrins and their temperature-dependent reactivity in C-H bond activation reactions.

Original languageEnglish
Pages (from-to)12187-12191
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number31
DOIs
StatePublished - 7 Aug 2019

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