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Oxidative ring-opening of ferrocenylcyclopropylamines to N-ferrocenylmethyl β-hydroxyamides
journal contribution
posted on 2023-05-18, 18:17 authored by Gee, YS, Goertz, NJM, Michael GardinerMichael Gardiner, Hyland, CJTThe 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.
DOI for erratum: 10.1039/c6ob90061e
History
Publication title
Organic and Biomolecular ChemistryVolume
14Issue
8Pagination
2498-2503ISSN
1477-0520Department/School
School of Natural SciencesPublisher
Royal Society of ChemistryPlace of publication
United KingdomRights statement
Copyright 2016 The Royal Society of ChemistryRepository Status
- Restricted