Synthesis of graphene type molecules by carbon-carbon formation reactions and their development

2018 Fiscal Year Final Research Report

• Project/Area Number: 16K05709
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Fukuoka University
• Principal Investigator: Nagahora Noriyoshi 福岡大学, 理学部, 助教 (30402928)
• Project Period (FY): 2016-04-01 – 2019-03-31
• Keywords: 典型元素 / 芳香族化合物 / 硫黄 / セレン / リン

Outline of Final Research Achievements

Dicationic heteroacenes that bear thio- or selenopyrylium moieties were synthesized by addition reactions of the corresponding diones with a Grignard reagent, followed by a dehydration reaction of the resulting diols with Brensted acid. Alternatively, these dicationic heteroacenes were obtained from two-electron oxidations of the corresponding sulfur- or selenium-containing quinoids. The electronic structures of these heteroacenes were examined by NMR and UV-vis-NIR spectroscopy in conjunction with density functional theory calculations. The results of this combined experimental and theoretical approach strongly imply effective conjugation of 22pi-electrons in a system that is distributed over the entire pentacene framework.

Free Research Field

有機典型元素化学

Academic Significance and Societal Importance of the Research Achievements

新規グラフェン型分子および典型元素を含む芳香族化合物の新規合成法の開発に成功した。環骨格内に硫黄、セレンもしくはリン原子を含むパイ共役化合物に芳香族性が発現することを見出し、報告族性の定義を拡張するための有用な指針を与えることができた。