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2022 Fiscal Year Final Research Report

Synthesis of versatile PXX-based aromatic compounds and their properties

Research Project

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Project/Area Number 20K05482
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
Research InstitutionNara National College of Technology

Principal Investigator

Kamei Toshiyuki  奈良工業高等専門学校, 物質化学工学科, 准教授 (70534452)

Project Period (FY) 2020-04-01 – 2023-03-31
Keywords含酸素芳香族化合物 / クロスカップリング / 多環芳香族化合物 / C-Hアリール化 / フリーデルクラフツアシル化 / 位置選択的反応
Outline of Final Research Achievements

We focused on peri-xanthenoxanthene (PXX) as a O-doped polyaromatic hydrocarbon, and developed a reaction to introduce aryl and acyl group in to PXX. The regioselectivity of the reaction was controlled by using t-butyl group at 2,8-position. PXX with substituent of t-Bu group realize the 4,10-selective functionalization, on the other hand PXX with no substituent afford 3,9-functionalyzed product. In addition, by measuring and comparing the UV/Vis absorption spectrum and fluorescence spectrum of the compound at each substitution position, we were able to clarify the effect of the substituents on the physical properties

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

硫黄、窒素が導入された芳香族化合物と比較して、比較的報告例の少ない酸素原子が導入された多環報告族化合物の合成法、およびその修飾法に対する新しい知見を得ることができた。PXXに対する新しい修飾反応の開発、および置換位置が物性に与える影響についての知見は今後、他の含酸素芳香族化合物を用いた反応開発、および材料開発へ応用できる新たな知見として利用できることを示した。

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Published: 2024-01-30  

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