Details

Autor(en) / Beteiligte

• Bystron, Tomas
• Horbenko, Anastasiia
• Syslova, Kamila
• Hii, King Kuok (Mimi)
• Hellgardt, Klaus
• Kelsall, Geoff

Titel

2‐Iodoxybenzoic Acid Synthesis by Oxidation of 2‐Iodobenzoic Acid at a Boron‐Doped Diamond Anode

Ist Teil von

• ChemElectroChem, 2018-04, Vol.5 (7), p.1002-1005

Ort / Verlag

Weinheim: John Wiley & Sons, Inc

Erscheinungsjahr

2018

Quelle

Wiley-Blackwell Journals

Beschreibungen/Notizen

• For the first time, the electrochemical synthesis of 2‐iodoxybenzoic acid (IBX), a benign, well‐established, popular and highly selective oxidising agent, is described. The objective of the work was to investigate the possibility of generating IBX electrochemically in aqueous solutions by using boron‐doped diamond anodes. In 0.2 M H2SO4 aqueous solution, 2‐iodobenzoic acid (IBA) was found to be oxidised at potentials >1.6 V vs. SCE, initially to 2‐iodosobenzoic acid (IsBA), which was oxidised to IBX at potentials >1.8 V vs. SCE. Reductions of IBX to IsBA and IsBA to IBA occurred at similar potentials of ca. −0.7 V vs. SCE. The voltammetry results were confirmed by performing a series of batch electrolyses at different electrode potentials. Thus, depending on the electrode potential chosen, IBA can be oxidised anodically either to IsBA or IBX with 100 % overall selectivity. The only side‐reaction was O2 generation, but charge yields did not decrease below 55 % even at conversions >95 %. Undercover agent: The electrochemical synthesis of 2‐iodoxybenzoic acid (IBX), a benign, well‐established, popular and highly selective oxidising agent, is described. The possibility of generating IBX electrochemically in aqueous solutions by using boron‐doped diamond anodes is investigated.