Boron-Doped Diamond Electrodes for Electroorganic Chemistry

Abstract

Boron-doped diamond (BDD) electrodes provide an unusually wide electrochemical window in protic media, since there exist large offset potentials for the evolution of molecular hydrogen and oxygen, respectively. At the anode, alcohols are specifically converted to alkoxyl radicals. These can be used for chemical synthesis. When the enormous reactivity of such intermediate spin centers is not controlled, mineralization or electrochemical incineration dominates. Efficient strategies include either high substrate concentrations or fluorinated alcohols which seem to stabilize the spin centers in the course of reaction.

Efficient and Stereodivergent Electrochemical Synthesis of Optically Pure Menthylamines

“…Recently, borondoped diamond (BDD) electrodes were used successfully for the reduction of oximes. [23,24] Although a high stereoselectivity was found with the BDD cathode, only traces of menthylamines could be isolated, because of a low conversion (Table 1, entry 5). Thus, this electrode material was not considered further.…”

Charged Tags for the Identification of Oxidative Drug Metabolites Based on Electrochemistry and Mass Spectrometry

“…Platinum was used as the cathode material due to its low over‐potential for the required hydrogen evolution (η H2 =−0.40 V vs . Ag/AgCl) . The BDD electrode was chosen due to the extraordinary properties of BDD as electrode material for electro‐organic synthesis .…”

“…Ag/AgCl; η O2 =2.30 V vs . Ag/AgCl) . Besides these beneficial electro‐organic properties, BDD was already used to mimic enzymatic oxidation reactions…”

Use of Boron‐Doped Diamond Electrodes in Electro‐Organic Synthesis

“…Diamond is a metastable allotrope of carbon that is well‐known for its outstanding properties such as high thermal conductivity, unique hardness, and chemical robustness . Despite these favorable features, diamond is not suitable as an electrode material.…”