Facile immobilization of pyridine at gold, silver, and carbon surfaces. Generation of multi-strata versatile electrodes.

Viatcheslav Jouikov (1) , Jacques Simonet (1)

1 ISCR - Institut des Sciences Chimiques de Rennes

Electrochem. redn. of 4-(ω-haloalkyl)pyridines (Py-(CH2)n-X, X = I, Br, and Cl) in org. polar solvents leads to the efficient immobilization of pyridine at various solid electrodes (in particular at gold and different carbons). It is expected that the primarily immobilized pyridine layer (first stratum) is reactive towards the haloalkyl substrate in soln. to afford - esp. with iodides - multi-pyridinium layers readily electroactive in the course of electrolyzes. Similar behavior, though much slower, was obsd. for Py-(CH2)n-Br. These exptl. evidences were applied to build different combined layers (e.g., reacting primary pyridine deposits - by simple dipping in the corresponding soln. - with different electrophilic reagents like 1-iodoalkanes eventually labeled with ferrocene). This new modification process, supposedly extendable to many N-arom. systems, appears as a new mode of making functional multilayer or redox-active onium-type electrodes by cathodic activation of carbon-halogen bond scission. [on SciFinder(R)]

Mots clés: Pyridine layer formation; Pyridine electrodes; Activation by pyridine; Pyridinium electrodes

Domaines: Chimie organique

Viatcheslav Jouikov, Jacques Simonet. Facile immobilization of pyridine at gold, silver, and carbon surfaces. Generation of multi-strata versatile electrodes.. Electrochemistry Communications, 2015, 56, pp.20--23. ⟨10.1016/j.elecom.2015.03.020⟩. ⟨hal-01151351⟩