酸化アプローチにより,循環性アゾベンゼンに効率的にアクセスできます
Martin S Maier1,2, Katharina Hüll1,2, Martin Reynders1,2
1Department of Chemistry and Center for Integrated Protein Science (CIPSM) , Ludwig Maximilian University Munich , 81377 Munich , Germany.
Journal of the American Chemical Society
|October 5, 2019
まとめ
サイクルダイアゾキンは 汎用的な光スイッチで 合成的に利用できます 新しい酸化サイクライゼーション法により,多様な用途のための機能化されたダイアゾキンの迅速なグラムスケール合成が可能である.
科学分野:
- 有機化学
- 写真化学
- 材料科学
背景:
- アゾベンゼンは,光薬学と材料科学で利用される重要な光スイッチです.
- 周期性ダイアゾキンは,より新しいクラスであり,ユニークな性質を有していますが,合成の制限に直面しています.
研究 の 目的:
- 多様な機能を備えたサイクルダイアゾキンを利用するための,一般的な高収量合成プロトコルを開発する.
- 代用剤がダイアゾキンの光異性化と熱緩和に与える影響を調査する.
主な方法:
- ダイアニリンの酸化サイクル.
- 多様な機能化のためのモジュール基板合成.
- 周期性ダイアゾキンのグラムスケール合成
主要な成果:
- 機能化された周期性ダイアゾキンを合成するための堅固なプロトコルが確立された.
- 光異性化と熱的リラックスに対する置換剤の効果は,体系的に調査された.
- この方法により,新しい9基のサイクルアゾベンゼンが合成されました.
結論:
- 開発された方法は,周期性ダイアゾキンの合成アクセシビリティを大幅に高めています.
- この研究は,ダイアゾキンを様々な機能的な分子に組み込むための道を開きます.
- この発見により,ダイアゾキンが高度な光交換材料として使える可能性が明らかになった.
関連する概念動画
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Preparation of Epoxides
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Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
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Cycloaddition Reactions: Overview
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