1,3-ジチオール［<i>n</i>］ラジアレン類の合成と酸化還元特性

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  • 上田 将史
    北里大学理学部化学科
  • 御崎 洋二
    愛媛大学大学院理工学研究科 愛媛大学電池材料開発研究ユニット 愛媛大学有機超伝導体研究ユニット

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タイトル別名
  • Synthesis and Redox Properties of 1,3-Dithiole[<i>n</i>]radialenes
  • 1,3-ジチオール[n]ラジアレン類の合成と酸化還元特性
  • 1,3-ジチオール[n]ラジアレンルイ ノ ゴウセイ ト サンカ カンゲン トクセイ

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<p>[n]Radialenes consisting of an n-membered ring and n exocyclic double bonds are a class of cyclic π-conjugated molecules. They have much attention from the viewpoint of their unique molecular and electronic structures due to the cyclic cross-conjugation systems. Various derivatives substituted at the terminal position of the exomethylene carbons were synthesized so far. The derivatives and analogs of [n]radialene substituted with redox-active 1,3-dithiol-2-ylidenes (DTs) (n=4-6) are of interest as multistep redox systems that n DT sites work. Among them, DT[5]radialene derivatives (9) indicate a unusual redox behavior. However, the detailed studies on the synthesis, structural and electronic properties of 9 are in the process of development for the functional materials. In this paper, we revealed the molecular and electronic structures, significant redox behavior, the reactivity of 9 and its oxidized species. Herein, we introduce the synthesis and redox properties of DT[n]radialenes: hydration reaction of (9)4+ and the molecular structure of its products (13, 14, 15), the possible mechanism ; the synthesis and properties of analogs bearing aromatic rings (20) and π-extended derivatives (22) of 9; the synthesis and redox properties of TTF-fused donor exhibiting a simultaneous four-or eight-electron transfer (24, 25, 27, 33, 34, 35, 36).</p>

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