Mechanochemical and silica gel-mediated formation of highly electron-poor 1-cyanocarbonylferrocene

Chem Commun (Camb). 2013 Oct 28;49(84):9785-7. doi: 10.1039/c3cc44619k.

Abstract

Simple manual grinding of solid cyanomethylferrrocene (1) and silica gel provides a facile one-pot access route to prepare unexpected and highly electron-poor metallocene, 1-cyanocarbonylferrocene (2). Electrochemical measurements supported by computational studies reveal that 2 exhibits the highest Fe(II)/Fe(III) oxidation potential reported for mono-substituted ferrocenes.