5,14-ダイアリルディインデノ[2,1-f:1',2' -j]ピケンは,部分的にビラジカルな性質を持つ新しい安定したヘリケーンである
Ya-Chu Hsieh1, Cheng-Feng Wu1, Yi-Ting Chen
1Department of Chemistry , National Cheng Kung University , 70101 Tainan , Taiwan.
Journal of the American Chemical Society
|October 23, 2018
まとめ
研究者は,安定した螺旋アレン,5,14-ディアリルディエンデノ[2,1-f:1]を合成した.
科学分野:
- 有機化学
- 材料科学
- 超分子化学
背景:
- 螺旋アレーンは複雑な有機分子で 独特の構造と電子特性を有しています
- 熱と化学的に安定した螺旋化合物の開発は,高度なアプリケーションにとって不可欠です.
研究 の 目的:
- 5,14-ダイアリルディインデノ[2,1-f:1',2' -j]ピケンの新型ヘリルアレンを合成し,特徴づけること.
- DDPとその誘導体の構造的,熱的,電子的性質を調査する.
主な方法:
- 1,4-bis[2-] アリレチニルフェニル]ベンゼンから始まる多段階の有機合成.
- 螺旋状の背骨の構造を検証するためのX線結晶学.
- 性質の評価のためのスペクトル検査技術 (ESR,UV-Vis-NIR) と装置の製造.
主要な成果:
- 4つのステップでDDPの合成を成功させた
- X線結晶学では,レース化に対する高いバリア (>50 kcal/mol) を有する螺旋構造が確認された.
- DDP誘導体は,小さなHOMO-LUMOギャップ (1.31 eV),ESR活性,UVからNIRまでの幅広い光吸収を示す.
- 溶液処理された有機フィールド効果トランジスタで実証された二極電荷輸送.
結論:
- 5,14-ダイアリルディエンデノ[2,1-f:1',2' -j]ピケンは,熱学および化学的に安定した螺旋性アレンであり,有望な光電子特性を持っています.
- 独特の螺旋構造は,高いレース化バリアと多機能性を有する.
- DDPは有機電子とフォトニクスのための貴重な新材料のクラスです.
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