A non-covalent complex based on catechol–benzoxazole moieties: electrochemical synthesis and characterization?

RSC Advances Pub Date: 2014-05-23 DOI: 10.1039/C4RA02340D

Abstract

Electrochemical oxidation of 3,5-di-tert-butylcatechol has been studied in the presence of 2-methoxybenzylamine by means of cyclic voltammetry and controlled-potential coulometry. The results indicate that the electrogenerated 3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione participates in a cyclization reaction with 2-methoxybenzylamine and converts to the corresponding benzoxazole (4). Afterward by a non-covalent interaction, a proton transfer complex is formed between benzoxazole 4 and 3,5-di-tert-butylcatechol.

Graphical abstract: A non-covalent complex based on catechol–benzoxazole moieties: electrochemical synthesis and characterization
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