Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue

A coronene amide analogue was synthesized in six steps using an improved method at the final biarylation step. The key to the progress of palladium-mediated biarylation involved the introduction of three methyl groups to suppress the undesired reaction and the use of tri-tert-butylphosphine as the l...

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Autores principales: Rakumitsu, Kenta, Fujii, Miho, Kusumoto, Sotaro, Kikkawa, Shoko, Azumaya, Isao, Yokoyama, Akihiro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9479769/
https://www.ncbi.nlm.nih.gov/pubmed/36275098
http://dx.doi.org/10.1039/d2ra04035b
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author Rakumitsu, Kenta
Fujii, Miho
Kusumoto, Sotaro
Kikkawa, Shoko
Azumaya, Isao
Yokoyama, Akihiro
author_facet Rakumitsu, Kenta
Fujii, Miho
Kusumoto, Sotaro
Kikkawa, Shoko
Azumaya, Isao
Yokoyama, Akihiro
author_sort Rakumitsu, Kenta
collection PubMed
description A coronene amide analogue was synthesized in six steps using an improved method at the final biarylation step. The key to the progress of palladium-mediated biarylation involved the introduction of three methyl groups to suppress the undesired reaction and the use of tri-tert-butylphosphine as the ligand for palladium. Single-crystal X-ray analysis revealed that the core unit of the coronene analogue has a non-planar structure.
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spelling pubmed-94797692022-10-20 Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue Rakumitsu, Kenta Fujii, Miho Kusumoto, Sotaro Kikkawa, Shoko Azumaya, Isao Yokoyama, Akihiro RSC Adv Chemistry A coronene amide analogue was synthesized in six steps using an improved method at the final biarylation step. The key to the progress of palladium-mediated biarylation involved the introduction of three methyl groups to suppress the undesired reaction and the use of tri-tert-butylphosphine as the ligand for palladium. Single-crystal X-ray analysis revealed that the core unit of the coronene analogue has a non-planar structure. The Royal Society of Chemistry 2022-09-16 /pmc/articles/PMC9479769/ /pubmed/36275098 http://dx.doi.org/10.1039/d2ra04035b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Rakumitsu, Kenta
Fujii, Miho
Kusumoto, Sotaro
Kikkawa, Shoko
Azumaya, Isao
Yokoyama, Akihiro
Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
title Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
title_full Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
title_fullStr Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
title_full_unstemmed Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
title_short Synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
title_sort synthesis, crystal structure, and properties of methyl-substituted coronene amide analogue
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9479769/
https://www.ncbi.nlm.nih.gov/pubmed/36275098
http://dx.doi.org/10.1039/d2ra04035b
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