聚合性ヘテロサイクリックヘリエンの合成と性質

K E Phillips¹, T J Katz, S Jockusch

¹Department of Chemistry, Columbia University, New York, New York 10027, USA.

Journal of the American Chemical Society

|November 29, 2001

まとめ

新しい合成法により,大量のヘテロヘリセンは簡単に入手できます. これらの分子は,光における強力な円状極化を含む独特の光学特性を有する秩序ある柱状構造を形成します.

科学分野:

有機化学オーガニック・ケミストリー
材料科学材料科学とは
超分子化学超分子化学

背景:

ヘリセンは,独特の光物理的性質を持つキラルな芳香化合物です.
ヘリケンの自己組み立てを制御することは,高度な材料の開発に不可欠です.
ヘリケンの集積に関する以前の研究では,明確な光学的な行動が示されました.

研究の目的:

特定のヘテロヘリケンの効率的な合成を開発する (10).
エナンチオプアヘリネビスキノン (3) 誘導体を調製する.
エナティオピュレヘリエンの集積行動と光学特性を調査する 3.

主な方法:

3,3'-ビチエニルからヘテロヘリゼン10の6段階の合成.
エナンチオプアヘリネビスキノンを得るための3段階の配列 3.
光学顕微鏡,X線 difraktion,伝送電子顕微鏡,電子 difraktion,円形の二重化,および光スペクトロスコピーを用いた特徴付け.

主要な成果:

ヘテロヘリケーン10は,単純な手順で高収量で合成されました.
エナティオピュールヘリエネ3は,特定の溶剤またはクリーンで柱状の集積物を形成します.
これらの集積は,大きな二次和音応答と光の有意な円形の偏分を含む,モノマーと比較して明確な光学特性を示す.

結論:

ヘテロヘリケンの効率的でスケーラブルな合成が確立される.
エナティオピュレヘリエネ3は,秩序ある柱状の構造に自己組織化します.
集積された構造は,高度な材料のアプリケーションに関連するユニークで強化された光学特性を示します.

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