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Oxidative ring-opening of ferrocenylcyclopropylamines to N-ferrocenylmethyl β-hydroxyamides
Citation
Gee, YS and Goertz, NJM and Gardiner, MG and Hyland, CJT, Oxidative ring-opening of ferrocenylcyclopropylamines to N-ferrocenylmethyl β-hydroxyamides, Organic and Biomolecular Chemistry, 14, (8) pp. 2498-2503. ISSN 1477-0520 (2016) [Refereed Article]
Copyright Statement
Copyright 2016 The Royal Society of Chemistry
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.
DOI for erratum: 10.1039/c6ob90061e
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | catalysis, organometallic |
| Research Division: | Chemical Sciences |
| Research Group: | Inorganic Chemistry |
| Research Field: | Transition Metal Chemistry |
| Objective Division: | Manufacturing |
| Objective Group: | Industrial Chemicals and Related Products |
| Objective Field: | Organic Industrial Chemicals (excl. Resins, Rubber and Plastics) |
| UTAS Author: | Gardiner, MG (Associate Professor Michael Gardiner) |
| ID Code: | 107800 |
| Year Published: | 2016 |
| Web of Science® Times Cited: | 5 |
| Deposited By: | Chemistry |
| Deposited On: | 2016-03-24 |
| Last Modified: | 2018-03-14 |
| Downloads: | 0 |
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