Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes

Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from ω-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for t...

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Autores principales: Wessig, Pablo, Matthes, Annika
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269940/
https://www.ncbi.nlm.nih.gov/pubmed/23337298
http://dx.doi.org/10.3390/molecules18011314
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author Wessig, Pablo
Matthes, Annika
author_facet Wessig, Pablo
Matthes, Annika
author_sort Wessig, Pablo
collection PubMed
description Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from ω-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.
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spelling pubmed-62699402018-12-14 Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes Wessig, Pablo Matthes, Annika Molecules Article Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from ω-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments. MDPI 2013-01-21 /pmc/articles/PMC6269940/ /pubmed/23337298 http://dx.doi.org/10.3390/molecules18011314 Text en © 2013 by the authors. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Wessig, Pablo
Matthes, Annika
Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes
title Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes
title_full Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes
title_fullStr Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes
title_full_unstemmed Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes
title_short Photochemical Synthesis and Properties of 1,6- and 1,8-Naphthalenophanes
title_sort photochemical synthesis and properties of 1,6- and 1,8-naphthalenophanes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269940/
https://www.ncbi.nlm.nih.gov/pubmed/23337298
http://dx.doi.org/10.3390/molecules18011314
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