Electrochemistry
Online ISSN : 2186-2451
Print ISSN : 1344-3542
ISSN-L : 1344-3542
Articles
Intermolecular Carbon–Carbon Bond Formation Followed by Intramolecular Cyclization of Electrochemically Generated Magnesium Anthracenes and Esters in the Presence of Chlorotrimethylsilane
Kouichi MATSUMOTO Masahiro MATSUMOTOTerumasa HAYASHIMasahiko MAEKAWAKeiji NISHIWAKIShigenori KASHIMURA
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2020 Volume 88 Issue 4 Pages 314-320

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Abstract

The electrochemical reduction of anthracenes in the presence of esters and chlorotrimethylsilane in LiClO4/THF in the undivided cell equipped with magnesium electrodes affords the corresponding cyclized products at low to moderate yields. Herein, the chemical structure of the product is determined by X-ray analysis, as well as 1H NMR, 13C NMR, and HRMS. The in situ generation of magnesium anthracenes is indicated. The scope and limitations of the current reactions using anthracene and its derivatives with various esters are investigated.

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© The Author(s) 2020. 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.20-00012].
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