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How Do Redox Groups Behave around a Rigid Molecular Platform? Hexa(ferrocenylethynyl)benzenes and Their “Electrostatic” Redox Chemistry

2009; Wiley; Volume: 48; Issue: 17 Linguagem: Inglês

10.1002/anie.200900216

1521-3773

Abdou K. Diallo, Jean‐Claude Daran, F. Varret, Jaimé Ruiz, Didier Astruc,

Organoboron and organosilicon chemistry

A new family of hexakis(ferrocenylethynyl)benzenes was synthesized by Negishi coupling from ethynylferrocenes and C(6)Br(6) and can be reversibly oxidized to stable hexaferrocenium salts (see picture, Ar(F)=[3,5-C(6)H(3)(CF(3))(2)]). Their cyclic voltammograms show a single six-electron wave, three distinct two-electron waves, or a cascade of six single-electron waves, depending on the electrolyte counterion and number of methyl substituents on the ferrocenyl groups.