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Dibenzopleiadiene-embeded polyaromatics via [4 + 3] annulative decarbonylation/decarboxylation
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2020-09-18 , DOI: 10.1039/d0qo00942c
Kritchasorn Kantarod 1, 2, 3, 4, 5 , Thanapat Worakul 1, 2, 3, 4, 5 , Darunee Soorukram 1, 2, 3, 4, 5 , Chutima Kuhakarn 1, 2, 3, 4, 5 , Vichai Reutrakul 1, 2, 3, 4, 5 , Panida Surawatanawong 1, 2, 3, 4, 5 , Worawat Wattanathana 5, 6, 7, 8, 9 , Pawaret Leowanawat 1, 2, 3, 4, 5
Affiliation  

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.

中文翻译:

通过[4 + 3]环状脱羰/脱羧嵌入二苯并二烯二烯的聚芳烃

通过钯催化的级联[4 + 3]脱羰/脱羧环化反应,从1,8-萘酐衍生物和环状二芳基碘鎓盐中合成了嵌入二苯并二乙二烯的多环芳烃。提出了反应机理,并通过X射线晶体学,UV-Vis和荧光光谱以及DFT计算,阐明了各种嵌入二苯并二乙二烯的聚芳族化合物的分子结构,光物理性质和前沿分子轨道。
更新日期:2020-11-03
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