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Diferrocenylbispyrylium Salts and Electron-Rich Diferrocenylbispyran from Oxidative Coupling of Ferrocenylpyran. Induced Electron Transfer C-C Bond Making/Breaking Involving a Metallocenyl Radical Intermediate

Fatou Ba 1, 2 Nolwenn Cabon 3 Francoise Robin-Le Guen 1 Pascal Le Poul 1 Nicolas Le Poul 4 Yves Le Mest 4 Stéphane Golhen 1 Bertrand Caro 1
1 ISCR - Institut des Sciences Chimiques de Rennes
2 IUT Lannion - Institut Universitaire de Technologie - Lannion
3 Organométalliques: Matériaux et Catalyse
ISCR - Institut des Sciences Chimiques de Rennes, IUT Lannion - Institut Universitaire de Technologie - Lannion
4 CEMCA - Chimie, Electrochimie Moléculaires et Chimie Analytique
Abstract : Electrochemical or chemical dimerization of electronrich ferrocenylmethylenepyran 1 gave the first dimetallocenylbispyrylium salt 2 known today, through a reverse process that implies reductive C-C bond breaking. Deprotonation of the bispyrylium salt 2 afforded extended electron-rich diferrocenyl bispyran 3, which was subsequently reversibly oxidized to diferrocenyl bispyrylium salt 4. This study constitutes a new system in which two ox/red sequences of different nature were separated by proton/deprotonation steps.
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https://hal.univ-brest.fr/hal-01175773
Contributor : Nicolas Le Poul Connect in order to contact the contributor
Submitted on : Sunday, July 12, 2015 - 9:16:40 PM
Last modification on : Friday, December 10, 2021 - 3:52:18 PM

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UNIV-BREST | CNRS | UNIV-RENNES1 | ISCR | ISCR-OMC | INC-CNRS | UR1-UFR-SPM | CEMCA-BREST | UNIV-RENNES | INSA-GROUPE | IBSAM | INSA-RENNES | UR1-MMS

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Fatou Ba, Nolwenn Cabon, Francoise Robin-Le Guen, Pascal Le Poul, Nicolas Le Poul, et al.. Diferrocenylbispyrylium Salts and Electron-Rich Diferrocenylbispyran from Oxidative Coupling of Ferrocenylpyran. Induced Electron Transfer C-C Bond Making/Breaking Involving a Metallocenyl Radical Intermediate. Organometallics, American Chemical Society, 2008, 27 (24), pp.6396--6399. ⟨10.1021/om800638q⟩. ⟨hal-01175773⟩

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