Electrochemistry
Online ISSN : 2186-2451
Print ISSN : 1344-3542
ISSN-L : 1344-3542
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Electrochemical Trimerization of Catechol to 2,3,6,7,10,11-Hexahydroxytriphenylene Using a Flow Microreactor
Yuto NAKAMURAYasushi SATONaoki SHIDA Mahito ATOBE
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2021 Volume 89 Issue 4 Pages 395-399

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Abstract

In this study, we report one step electrochemical trimerization of catechol to 2,3,6,7,10,11-hexahydroxytriphenylene (HHTP) for the first time. Electrochemical trimerization was demonstrated in a flow microreactor, which offers advantages for reaction screening owing to short reaction time and small reaction scale, as well as avoiding the further oxidation of HHTP. The use of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as a solvent was essential for the efficient production of HHTP. Computational simulation, pKa calculation, and electrochemical measurements gave some important insights into the mechanism of the electrochemical oxidation of catechol in HFIP.

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© The Author(s) 2021. Published by ECSJ.

This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 License (CC BY, http://creativecommons.org/licenses/by/4.0/), which permits unrestricted reuse of the work in any medium provided the original work is properly cited. [DOI: 10.5796/electrochemistry.21-00053].
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