per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene

[Image: see text] Methoxy-prism[5]arene PrS[5](Me) is demethylated by a supramolecularly assisted reaction. In the presence of a tetramethylammonium cation, PrS[5](Me) is demethylated by BBr(3) in high yield, while in its absence a 55/40 mixture of PrS[5](OH)/PrS[6](OH) is formed. The dealkylation o...

Descripción completa

Detalles Bibliográficos
Autores principales: Del Regno, Rocco, Della Sala, Paolo, Picariello, Davide, Talotta, Carmen, Spinella, Aldo, Neri, Placido, Gaeta, Carmine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8576831/
https://www.ncbi.nlm.nih.gov/pubmed/34633199
http://dx.doi.org/10.1021/acs.orglett.1c02800
_version_ 1784595959643111424
author Del Regno, Rocco
Della Sala, Paolo
Picariello, Davide
Talotta, Carmen
Spinella, Aldo
Neri, Placido
Gaeta, Carmine
author_facet Del Regno, Rocco
Della Sala, Paolo
Picariello, Davide
Talotta, Carmen
Spinella, Aldo
Neri, Placido
Gaeta, Carmine
author_sort Del Regno, Rocco
collection PubMed
description [Image: see text] Methoxy-prism[5]arene PrS[5](Me) is demethylated by a supramolecularly assisted reaction. In the presence of a tetramethylammonium cation, PrS[5](Me) is demethylated by BBr(3) in high yield, while in its absence a 55/40 mixture of PrS[5](OH)/PrS[6](OH) is formed. The dealkylation of prismarenes, such as PrS[6](R) (R = Et, nPr) and c-PrS[5](Me), can be easily obtained in high yields in the presence of BBr(3).
format Online
Article
Text
id pubmed-8576831
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-85768312021-11-10 per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene Del Regno, Rocco Della Sala, Paolo Picariello, Davide Talotta, Carmen Spinella, Aldo Neri, Placido Gaeta, Carmine Org Lett [Image: see text] Methoxy-prism[5]arene PrS[5](Me) is demethylated by a supramolecularly assisted reaction. In the presence of a tetramethylammonium cation, PrS[5](Me) is demethylated by BBr(3) in high yield, while in its absence a 55/40 mixture of PrS[5](OH)/PrS[6](OH) is formed. The dealkylation of prismarenes, such as PrS[6](R) (R = Et, nPr) and c-PrS[5](Me), can be easily obtained in high yields in the presence of BBr(3). American Chemical Society 2021-10-11 2021-11-05 /pmc/articles/PMC8576831/ /pubmed/34633199 http://dx.doi.org/10.1021/acs.orglett.1c02800 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Del Regno, Rocco
Della Sala, Paolo
Picariello, Davide
Talotta, Carmen
Spinella, Aldo
Neri, Placido
Gaeta, Carmine
per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
title per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
title_full per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
title_fullStr per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
title_full_unstemmed per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
title_short per-Hydroxylated Prism[n]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
title_sort per-hydroxylated prism[n]arenes: supramolecularly assisted demethylation of methoxy-prism[5]arene
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8576831/
https://www.ncbi.nlm.nih.gov/pubmed/34633199
http://dx.doi.org/10.1021/acs.orglett.1c02800
work_keys_str_mv AT delregnorocco perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene
AT dellasalapaolo perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene
AT picariellodavide perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene
AT talottacarmen perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene
AT spinellaaldo perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene
AT neriplacido perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene
AT gaetacarmine perhydroxylatedprismnarenessupramolecularlyassisteddemethylationofmethoxyprism5arene

Ejemplares similares