縛られた尿酸リガンドを用いたグループ4の水酸化アミネーション触媒の範囲の拡大
David C Leitch1, Philippa R Payne, Christine R Dunbar
1Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.
Journal of the American Chemical Society
|December 10, 2009
まとめ
新しいジルコニウム複合体は,アミン水酸化アミネ化反応を触媒化する. この広く適用可能な前触媒は,様々な基質による分子間アルキンおよび分子内アルケンの水酸化胺化の両方に高い反応性と選択性を示しています.
科学分野:
- 有機金属化学 有機金属化学
- カタリシス カタリシス カタリシス
- 合成有機化学 合成有機化学について
背景:
- ハイドロアミナーション反応は,窒素を含む化合物の合成に不可欠である.
- 水素アミネーションのための効率的で汎用的な触媒の開発は,有機合成における重要な課題です.
研究 の 目的:
- 主要および二次アミンの水素アミナ化のための広く適用可能なグループ-4ベースの前触媒を開発する.
- 分子間および分子内ヒドロアミネーション反応の両方に高度に反応する触媒システムを発見すること.
主な方法:
- 理想的な触媒構造を特定するために,アミドと尿素プロリガンドのスクリーニング.
- 結合したビス・ウレート・ジルコニウム複合体の合成と特徴付け.
- アルキンおよびアルケンの様々な基質との水酸化酸化における触媒の反応性と選択性の評価.
主要な成果:
- 前代未聞の反応性を持つ結合したビスチルコニウム複合体の発見.
- 触媒は,主および二次アミン,1,2-非置換アルケーン,および様々なヘテロ原子を含む機能群に対して有効である.
- 抗マルコヴニコフニコフ産物に対する,分子間アルキン・ヒドロアミネーションにおける地域選択性および,環形成におけるアルファ・アルキル化に対する化学選択性.
結論:
- アミンヒドロアミン化のための広く適用可能なグループ-4ベースの前触媒が成功裏に開発されました.
- 新型ジルコニウム複合体は,窒素を含む分子を合成するための多用途かつ効率的な方法を提供します.
- 触媒の幅広い基板範囲と高い選択性は,合成有機化学におけるその可能性を強調しています.
関連する概念動画
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The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
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