Diferrocenylbispyrylium Salts and Electron-Rich Diferrocenylbispyran from Oxidative Coupling of Ferrocenylpyran. Induced Electron Transfer C-C Bond Making/Breaking Involving a Metallocenyl Radical Intermediate - Université de Bretagne Occidentale Access content directly
Journal Articles Organometallics Year : 2008

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

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.

Dates and versions

hal-01175773 , version 1 (12-07-2015)

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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, 2008, 27 (24), pp.6396--6399. ⟨10.1021/om800638q⟩. ⟨hal-01175773⟩
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