Development of new functional molecules based on 2-sulfanylhydroquinone dimers

2016 Fiscal Year Final Research Report

• Project/Area Number: 26620031
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry
• Research Institution: Yamaguchi University
• Principal Investigator: Kamimura Akio 山口大学, 創成科学研究科, 教授 (30194971)
• Research Collaborator: WATANABE Ryusuke 山口大学, 大学院医学系研究科 ; ISHIKAWA Mari 山口大学, 大学院医学系研究科 ; SAKAMOTO Sanshiro 山口大学, 大学院医学系研究科 ; FUKUMITSU Tomoki 山口大学, 大学院創成科学研究科 ; IKEDA Kazuki 山口大学, 工学部応用化学科, 学生
• Project Period (FY): 2014-04-01 – 2017-03-31
• Keywords: 蛍光染料 / 大環状化合物

Outline of Final Research Achievements

New functional molecules based on 2-sulfanylhydroquinone dimers were investigated. 2-Sulfanylhudroquinone dimers show relatively strong blue fluorescence on irradiation at 320 nm of UV light. We investigated extension and application of 2-sulfanylhydroquinone chemistry to 1. acquiring water-solubility, 2. conversion and synthesis to other heterocyclic system, and 3. switiching of the fluorescence activity by changing chemical structure. We also studied a new synthesis of a novel macrocyclic compound, deltaarenes, using this chemistry starting from precursors derived from benzenedithiols. This deltaarene has a relatively large triangular hole, whose shape and size are equilateral-triangular, 1.16 nm on a side. We examined several guest-candidate molecules for inclusion in the hole by NMR observation. C8-viologene dibrmide showed some interesting changes in NMR spectra that suggested a sort of interaction between the two molecules happened.

Free Research Field

有機化学