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

Author:

Salem Mohamed S. H.ORCID,Sabri AhmedORCID,Khalid Md. ImrulORCID,Sasai HiroakiORCID,Takizawa Shinobu

Abstract

A novel double aza-oxa[7]helicene was synthesized from the commercially available N1,N4-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.

Funder

JSPS KAKENHI

Digitalization-driven Transformative Organic Synthesis

Ministry of Education, Culture, Sports, Science, and Technology

Japan Society for the Promotion of Science (JSPS), JST CREST

Hoansha Foundation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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