Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene

A novel double aza-oxa[7]helicene was synthesized from the commercially available N(1),N(4)-di(naphthalen-2-yl)benzene-1,4-diamine and p-benzoquinone in two steps. Combining the acid-mediated annulation with the electrochemical sequential reaction (oxidative coupling and dehydrative cyclization) aff...

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Autores principales: Salem, Mohamed S. H., Sabri, Ahmed, Khalid, Md. Imrul, Sasai, Hiroaki, Takizawa, Shinobu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9785389/
https://www.ncbi.nlm.nih.gov/pubmed/36558201
http://dx.doi.org/10.3390/molecules27249068
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author Salem, Mohamed S. H.
Sabri, Ahmed
Khalid, Md. Imrul
Sasai, Hiroaki
Takizawa, Shinobu
author_facet Salem, Mohamed S. H.
Sabri, Ahmed
Khalid, Md. Imrul
Sasai, Hiroaki
Takizawa, Shinobu
author_sort Salem, Mohamed S. H.
collection PubMed
description A novel double aza-oxa[7]helicene was synthesized from the commercially available N(1),N(4)-di(naphthalen-2-yl)benzene-1,4-diamine and p-benzoquinone in two steps. Combining the acid-mediated annulation with the electrochemical sequential reaction (oxidative coupling and dehydrative cyclization) afforded this double hetero[7]helicene. Moreover, the structural and optical features of this molecule have been studied using X-ray crystallographic analysis, and the absorption and emission behaviors were rationalized based on DFT calculations.
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spelling pubmed-97853892022-12-24 Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene Salem, Mohamed S. H. Sabri, Ahmed Khalid, Md. Imrul Sasai, Hiroaki Takizawa, Shinobu Molecules Article A novel double aza-oxa[7]helicene was synthesized from the commercially available N(1),N(4)-di(naphthalen-2-yl)benzene-1,4-diamine and p-benzoquinone in two steps. Combining the acid-mediated annulation with the electrochemical sequential reaction (oxidative coupling and dehydrative cyclization) afforded this double hetero[7]helicene. Moreover, the structural and optical features of this molecule have been studied using X-ray crystallographic analysis, and the absorption and emission behaviors were rationalized based on DFT calculations. MDPI 2022-12-19 /pmc/articles/PMC9785389/ /pubmed/36558201 http://dx.doi.org/10.3390/molecules27249068 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Salem, Mohamed S. H.
Sabri, Ahmed
Khalid, Md. Imrul
Sasai, Hiroaki
Takizawa, Shinobu
Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene
title Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene
title_full Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene
title_fullStr Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene
title_full_unstemmed Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene
title_short Two-Step Synthesis, Structure, and Optical Features of a Double Hetero[7]helicene
title_sort two-step synthesis, structure, and optical features of a double hetero[7]helicene
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9785389/
https://www.ncbi.nlm.nih.gov/pubmed/36558201
http://dx.doi.org/10.3390/molecules27249068
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