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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 Gardiner, Hyland, CJT
<p>The <i>in situ</i> reduction of ferrocenyl cyclopropylimines to the corresponding amines triggers a facile oxidative ring-opening to yield the formal four-electron oxidation products: <i>N</i>-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.</p> <p>DOI for erratum: <a href="http://dx.doi.org/10.1039/c6ob90061e">10.1039/c6ob90061e</a></p>

History

Publication title

Organic and Biomolecular Chemistry

Volume

14

Issue

8

Pagination

2498-2503

ISSN

1477-0520

Department/School

School of Natural Sciences

Publisher

Royal Society of Chemistry

Place of publication

United Kingdom

Rights statement

Copyright 2016 The Royal Society of Chemistry

Socio-economic Objectives

Organic industrial chemicals (excl. resins, rubber and plastics)

Repository Status

  • Restricted

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