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; Nolwenn Cabon; Francoise Robin-Le Guen; Pascal Le Poul; Nicolas Le Poul; Yves Le Mest; Stéphane Golhen; Bertrand Caro

doi:10.1021/om800638q

Journal articles

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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Journal articles

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Chemical Sciences / Coordination chemistry

Chemical Sciences / Analytical chemistry

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https://hal.univ-brest.fr/hal-01175773
Contributor : Nicolas Le Poul <>
Submitted on : Sunday, July 12, 2015 - 9:16:40 PM
Last modification on : Wednesday, January 13, 2021 - 3:07:57 AM

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

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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

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