An innovative anodic approach for efficient immobilization of an acetylenic triple bond via silicon?carbon bond scission

摘要

The anodic scission of silicon?carbon bonds is successfully applied for the efficient covalent coverage of conducting solid surfaces with propynyl groups under quite simple conditions. The anodic cleavage of propynyl trimethylsilanes (Me)3Si-C?≡?C-CH2R in acetonitrile containing tetraalkylammonium salts leads to a dense grafting of the propyne C?≡?C-CH2R units onto glassy carbon, gold, and platinum surfaces. When R is a good leaving group (e.g. bromide), versatile electrodes might be prepared upon their polarization alternately (i) anodically and (ii) cathodically. A first example in which the anodic acetylation is immediately followed by cathodic immobilization of graphene and fullerene is reported.