Cargando…

Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives

2,3,6,7,10,11-Hexahydroxytriphenylene of good quality and purity can be obtained via anodic treatment of catechol ketals and subsequent acidic hydrolysis. The electrolysis is conducted in propylene carbonate circumventing toxic and expensive acetonitrile. The protocol is simple to perform and superi...

Descripción completa

Detalles Bibliográficos
Autores principales: Regenbrecht, Carolin, Waldvogel, Siegfried R
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511005/
https://www.ncbi.nlm.nih.gov/pubmed/23209505
http://dx.doi.org/10.3762/bjoc.8.196
_version_ 1782251532601786368
author Regenbrecht, Carolin
Waldvogel, Siegfried R
author_facet Regenbrecht, Carolin
Waldvogel, Siegfried R
author_sort Regenbrecht, Carolin
collection PubMed
description 2,3,6,7,10,11-Hexahydroxytriphenylene of good quality and purity can be obtained via anodic treatment of catechol ketals and subsequent acidic hydrolysis. The electrolysis is conducted in propylene carbonate circumventing toxic and expensive acetonitrile. The protocol is simple to perform and superior to other chemical or electrochemical methods. The key of the method is based on the low solubility of the anodically trimerized product. The shift of potentials is supported by cyclic voltammetry studies.
format Online
Article
Text
id pubmed-3511005
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-35110052012-12-03 Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives Regenbrecht, Carolin Waldvogel, Siegfried R Beilstein J Org Chem Full Research Paper 2,3,6,7,10,11-Hexahydroxytriphenylene of good quality and purity can be obtained via anodic treatment of catechol ketals and subsequent acidic hydrolysis. The electrolysis is conducted in propylene carbonate circumventing toxic and expensive acetonitrile. The protocol is simple to perform and superior to other chemical or electrochemical methods. The key of the method is based on the low solubility of the anodically trimerized product. The shift of potentials is supported by cyclic voltammetry studies. Beilstein-Institut 2012-10-10 /pmc/articles/PMC3511005/ /pubmed/23209505 http://dx.doi.org/10.3762/bjoc.8.196 Text en Copyright © 2012, Regenbrecht and Waldvogel https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Regenbrecht, Carolin
Waldvogel, Siegfried R
Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
title Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
title_full Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
title_fullStr Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
title_full_unstemmed Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
title_short Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
title_sort efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511005/
https://www.ncbi.nlm.nih.gov/pubmed/23209505
http://dx.doi.org/10.3762/bjoc.8.196
work_keys_str_mv AT regenbrechtcarolin efficientelectroorganicsynthesisof23671011hexahydroxytriphenylenederivatives
AT waldvogelsiegfriedr efficientelectroorganicsynthesisof23671011hexahydroxytriphenylenederivatives