Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles

David K. Leonard, Wu Li, Nils Rockstroh, Kathrin Junge, Matthias Beller

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

The kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically morpholine and piperazine derivatives, using a cheap iron catalyst and air as a sustainable oxidant is reported. Furthermore, a statistical design of experiments (DoE) is used to evaluate multiple reaction parameters thereby allowing for the rapid development of a catalytic process.

Original languageEnglish
Article number106333
JournalCatalysis Communications
Volume157
DOIs
StatePublished - Sep 2021
Externally publishedYes

Keywords

  • C–C bond activation
  • Design of experiments
  • Iron
  • Oxidation

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