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Ni (II) -中介C (sp³) -H活性化の理解:モデル基質としての三次尿素

D Dawson Beattie¹, Anna C Grunwald¹, Thibaut Perse¹

¹Department of Chemistry , The University of British Columbia , 2036 Main Mall , Vancouver , British Columbia V6T 1Z1 , Canada.

Journal of the American Chemical Society

|September 7, 2018

まとめ

この研究は,新しいニッケル (II) 尿酸複合体を用いてニッケル媒介C ((sp3) -H結合の活性化を詳細に説明する. 研究者は反応メカニズムを調査し,C-Hの活性化が速度決定的で逆転可能であることを発見しました.

科学分野:

有機金属化学
カタリシス
合成化学

背景:

C ((sp3) -H結合の活性化は,有機合成における重要な変換である.
ニッケル触媒は,C-H活性化に費用対効果のある多用途なアプローチを提供します.
ニッケル媒介C-H活性化のメカニズムを理解することは,新しい合成方法論の開発の鍵です.

研究の目的:

ニッケル触媒によるC ((sp3) -H結合の活性化メカニズムを解明する.
新しいサイクル金属化ニッケル (II) 尿酸複合体を合成し,特徴づけること.
このC-H活性化反応の範囲と限界を調査する

主な方法:

サイクロメタル化Ni (II) 尿酸複合物の合成と分離
運動同位体効果実験を含む運動研究
デュテリウムラベルとプロトネーションの研究
溶媒と塩基添加物の効果を調査する.
様々な尿素基板で反応をテストする.

主要な成果:

サイクロメタル化Ni ((II)) 尿酸複合体のC ((sp3) -H活性化による成功合成
速度を決定するステップとしてC-H活性化が特定されました.
C-H活性化プロセスは可逆であることが判明しました.
この反応は,尿素における第一および二次C ((sp3) -H結合に広く適用できることを示した.
カーボキシラート添加物は,リガンド解離とN- H結合の活性化を促進することが示された.

結論:

この研究は,ニッケル媒介のC ((sp3) -H結合活性化の詳細なメカニズムを理解する.
実験的証拠で裏付けられた協調メタリオン-デプロトネーションメカニズムが提案されています.
この研究は,C−H機能化反応におけるニッケル触媒の有用性を拡大する.

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