Oxidative ring-opening of ferrocenylcyclopropylamines to -ferrocenylmethyl β-hydroxyamides
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 presenc...
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| Published in | Organic & biomolecular chemistry Vol. 14; no. 8; pp. 2498 - 253 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Published |
16.02.2016
|
| Online Access | Get full text |
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| 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.
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. |
|---|---|
| AbstractList | 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.
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. |
| Author | Gee, Yi Sing Gardiner, Michael G Goertz, Neils J. M Hyland, Christopher J. T |
| AuthorAffiliation | School of Physical Sciences - Chemistry University of Wollongong University of Tasmania School of Chemistry |
| AuthorAffiliation_xml | – name: University of Wollongong – name: School of Physical Sciences - Chemistry – name: University of Tasmania – name: School of Chemistry |
| Author_xml | – sequence: 1 givenname: Yi Sing surname: Gee fullname: Gee, Yi Sing – sequence: 2 givenname: Neils J. M surname: Goertz fullname: Goertz, Neils J. M – sequence: 3 givenname: Michael G surname: Gardiner fullname: Gardiner, Michael G – sequence: 4 givenname: Christopher J. T surname: Hyland fullname: Hyland, Christopher J. T |
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| ContentType | Journal Article |
| DOI | 10.1039/c5ob02577j |
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| Notes | Electronic supplementary information (ESI) available. CCDC For ESI and crystallographic data in CIF or other electronic format see DOI 1434659 10.1039/c5ob02577j |
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| Snippet | The
in situ
reduction of ferrocenyl cyclopropylimines to the corresponding amines triggers a facile oxidative ring-opening to yield the formal four-electron... |
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| Title | Oxidative ring-opening of ferrocenylcyclopropylamines to -ferrocenylmethyl β-hydroxyamides |
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