Oxidative ring-opening of ferrocenylcyclopropylamines to N-ferrocenylmethyl β-hydroxyamides

Yi Sing Gee, Neils J.M. Goertz, Michael G. Gardiner, Christopher J.T. Hyland

Research output: Contribution to journalArticleResearchpeer-review

4 Citations (Scopus)

Abstract

The in situ reduction of ferrocenyl cyclopropylimines to the corresponding amines triggers a facile oxidative ring-opening to yield the formal four-electron oxidation products: N-ferrocenylmethyl β-hydroxyamides. This process is believed to proceed via generation of a ferrocinium ion in the presence of air, leading to facile formation of a distonic radical cation that is ultimately trapped by oxygen.

Original languageEnglish
Pages (from-to)2498-2503
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number8
DOIs
Publication statusPublished - 1 Jan 2016
Externally publishedYes

Cite this