難解な7つ組の周期性イミノエーテル テトラヒドロキサゼピン
Bart Verbraeken1, Jan Hullaert2, Joachim van Guyse1
1Supramolecular Chemistry group, Centre of Macromolecular Chemistry (CMaC), Department of Organic and Macromolecular Chemistry , Ghent University , Krijgslaan 281 S4 , 9000 Ghent , Belgium.
Journal of the American Chemical Society
|December 4, 2018
まとめ
この研究は,以前の誤認を正して,第7構成の周期性イミノエーサーの合成を報告している. この研究は,それらのポリメリゼーション反応性を比較し,カチオンのリング開きポリメリゼーション (CROP) で重要なリングサイズ効果を明らかにした.
科学分野:
- 有機化学
- ポリマー化学
- ヘテロサイクル化学
背景:
- サイクルイミノエーターは,触媒,医薬品,およびポリメリゼーションにおいて有価である.
- 5 つと 6 つのリング (オクサゾリン,オクサジン) はよく研究されているが,7 つの輪は未調査のままである.
- 以前の報告では,7基の周期性イミノエーテルがN-アシレートピロリジン同位体として誤認された可能性が高い.
研究 の 目的:
- 7つ組の周期性イミノエーテルを合成し,特徴づけること.
- 以前に報告された化合物の構造的割り当てを修正する.
- 周期性イミノエーサーのカチオン環開きポリメリゼーション (CROP) 反応性に対するリングサイズ効果を調査する.
主な方法:
- 2-フェニル-4,5,6,7-テトラヒドロ-1,3-オクサゼピン合成
- 関連化合物の構造の解明と再配置
- 異なるメチレンブリッジ長さの同型サイクルイミノエーテルに対するCROP反応性の比較研究.
主要な成果:
- 7基のサイクリックイミノエーテル,2-フェニル-4,5,6,7-テトラヒドロ-1,3-オクサゼピンの合成に成功
- 以前の文献の訂正で,以前に報告された7つの環をN-アシレートピロリジン同位体として識別した.
- 同型シリーズのCROP反応性に対する有意なリングサイズ効果の実証.
結論:
- 今では7基の周期性イミノエーサーの合成が可能である.
- 化学的性質を理解するには 構造を正確に特定することが重要です
- 環の大きさは,CROPにおける周期性イミノエーサーのポリメリゼーション行動に大きな影響を与える.
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