Increasing the steric hindrance around the catalytic core of a self-assembled imine-based non-heme iron catalyst for C-H oxidation

Federico Frateloreto, Giorgio Capocasa, Giorgio Olivo, Karim Abdel Hady, Carla Sappino, Marika Di Berto Mancini, Stefano Levi Mortera, Osvaldo Lanzalunga, Stefano Di Stefano

Research output: Contribution to journalArticlepeer-review

Abstract

Sterically hindered imine-based non-heme complexes4and5rapidly self-assemble in acetonitrile at 25 °C, when the corresponding building blocks are added in solution in the proper ratios. Such complexes are investigated as catalysts for the H2O2oxidation of a series of substrates in order to ascertain the role and the importance of the ligand steric hindrance on the action of the catalytic core1, previously shown to be an efficient catalyst for aliphatic and aromatic C-H bond oxidation. The study reveals a modest dependence of the output of the oxidation reactions on the presence of bulky substituents in the backbone of the catalyst, both in terms of activity and selectivity. This result supports a previously hypothesized catalytic mechanism, which is based on the hemi-lability of the metal complex. In the active form of the catalyst, one of the pyridine arms temporarily leaves the iron centre, freeing up a lot of room for the access of the substrate.

Original languageEnglish
Pages (from-to)537-542
Number of pages6
JournalRSC Advances
Volume11
Issue number1
DOIs
Publication statusPublished - Dec 15 2021

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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