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銅 ((I) /ABNO触媒によるエアロビックアルコール酸化:Cu/TEMPO触媒システムのステリックおよび電子的制約を緩和する
Janelle E Steves1, Shannon S Stahl
1Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
Journal of the American Chemical Society
|October 17, 2013
まとめ
4,4'-ジメトキシ-2,2'-ビピリジンと9-アザビサイクロ[3.3.1]ノンアンN-オキシル (ABNO) を使用した新しい銅触媒システムは,すべてのアルコールの効率的な有酸素酸化を可能にします. このブレークスルーにより,幅広い機能群の互換性と,軽度な条件下での迅速な反応時間を提供できる.
科学分野:
- 有機化学 オーガニック・ケミストリー
- カタリシス カタリシス カタリシス
- グリーン・ケミストリー (Green Chemistry)
背景:
- 銅とTEMPOの触媒は,阻害されない原発アルコールを酸化するのに有効です.
- これらのシステムは,アリファティックおよび二次アルコールに対する反応性が限られている.
研究 の 目的:
- すべてのアルコールクラスの効率的な有酸素酸化のための新しい触媒システムの開発.
- アルコール酸化における広範な基板範囲と機能群互換性を達成するために.
主な方法:
- ((MeO) bpy) Cu ((I) ((OTf) と9-azabicyclo[3.3.1]nonane N-oxyl (ABNO) を含む触媒システムを使用しました.
- エアロビック酸化反応の酸化剤として環境空気を用いる.
- 室温で反応を行い,反応は通常1時間以内に完了します.
主要な成果:
- 開発された触媒システムは,主および二次アリル,ベンジル,アリファチアルコールを効率的に酸化した.
- 試験されたすべてのアルコールクラスでほぼ同等の効率性を示した.
- 酸化反応における幅広い機能群の互換性を示した.
結論:
- 新しい ((MeO) bpy) Cu ((I) /ABNO触媒システムは,エアロビックアルコール酸化のための多用途で効率的な方法を提供します.
- このアプローチは,以前のCu/TEMPOシステムの限界を克服し,さまざまなアルコール基板の酸化を可能にします.
- この方法は,すぐに利用可能な空気を酸化剤として使用してアルコール酸化のための実用的でグリーンな代替案を提供します.
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