Voltammetry coupled to mass spectrometry in the presence of isotope (18)O labeled water for the prediction of oxidative transformation pathways of activated aromatic ethers: Acebutolol.

We examined herein the case of the electrochemical hydrolysis of activated aromatic ether. Acebutolol (β-blockers) was selected herein as model of activated aromatic ether, and its electrochemical oxidation was examined in both the presence and absence of isotope (18)O labeled water. To elucidate electrochemical hydrolysis pathway reaction: O-dealkylation or O-dealkoxylation, our approach was used to prove its applicability. The electrochemical oxidation mechanism was then elucidated showing an O-dealkoxylation reaction. In addition, density functional theory (DFT) calculations fully support the experimental conclusions.
PMID: 23327943 [PubMed - in process]

Source: Analytica Chimica Acta - January 25, 2013 Category: Chemistry Authors: Bussy U, Tea I, Ferchaud-Roucher V, Krempf M, Silvestre V, Galland N, Jacquemin D, Andresen-Bergström M, Jurva U, Boujtita M Tags: Anal Chim Acta Source Type: research