Publication: Dibenzopleiadiene-embeded polyaromatics: Via [4 + 3] annulative decarbonylation/decarboxylation
Issued Date
2021-02-07
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ISSN
20524129
20524110
20524110
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2-s2.0-85100736380
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Mahidol University
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SCOPUS
Bibliographic Citation
Organic Chemistry Frontiers. Vol.8, No.3 (2021), 522-530
Suggested Citation
Kritchasorn Kantarod, Thanapat Worakul, Darunee Soorukram, Chutima Kuhakarn, Vichai Reutrakul, Panida Surawatanawong, Worawat Wattanathana, Pawaret Leowanawat Dibenzopleiadiene-embeded polyaromatics: Via [4 + 3] annulative decarbonylation/decarboxylation. Organic Chemistry Frontiers. Vol.8, No.3 (2021), 522-530. doi:10.1039/d0qo00942c Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/76621
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Title
Dibenzopleiadiene-embeded polyaromatics: Via [4 + 3] annulative decarbonylation/decarboxylation
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Abstract
A novel strategy is developed for the synthesis of dibenzopleiadiene-embedded polycyclic aromatic hydrocarbons from 1,8-naphthalic anhydride derivatives and cyclic diaryliodonium salts through a palladium-catalyzed cascade [4 + 3] decarbonylative/decarboxylative annulation. The mechanism of the reaction is proposed and the molecular structure, photophysical properties, and frontier molecular orbitals of diverse dibenzopleiadiene-embedded polyaromatics are elucidated by X-ray crystallography, UV-Vis and fluorescence spectroscopy, and DFT calculations.