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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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Detalles Bibliográficos
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:
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
Descripción
Sumario: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.