より重いカルボニルオレフィネーション:シラ-ウィティグ反応
Dominik Reiter1, Philipp Frisch1, Tibor Szilvási2
1Department of Chemistry, WACKER-Institute of Silicon Chemistry and Catalysis Research Center , Technische Universität München , Lichtenbergstraße 4 , 85748 Garching bei München , Germany.
Journal of the American Chemical Society
|September 28, 2019
まとめ
研究者はウィティグ反応をシラノーンにうまく適応させ,新しいシレンを生み出した. このシラ・ウィティグ反応は,シリコン化合物を合成し,シリコン化学を理解するための新しい道を開きます.
科学分野:
- 有機金属化学
- シリコン化学
- 合成有機化学
背景:
- ウィチグ反応は有機合成の礎石であり,カルボニル化合物とリン酸イリドからアルケンの形成を可能にします.
- シリコンベースのアナログ (シラノン) に対して比較可能な反応は顕著に欠け,合成の可能性を制限している.
研究 の 目的:
- シラノンに対するウィティグ・オレフィネーション反応の適用性を調査する.
- 新種のシリコンを含む化合物,特にシレンの合成を研究する.
- シリコン化合物と炭素化合物の反応性を比較する.
主な方法:
- イミノシルシラノンのウィティグオレフィネーションの適用
- シラ-ウィティグ反応によるシレンの選択的形成.
- 核愛攻撃とサイクル添加を含むリン酸イリドとイミノシルシラノンの間の反応の調査.
主要な成果:
- シラノンのウィチグ型オレフィネーション反応を初めて成功させた.
- 通常入手困難である一連のシレン (R2SiCR2) の選択的合成を達成した.
- イミノシルシラノンの独特の反応性が観察され,核愛性の攻撃やリン酸イリドとのサイクル添加反応への感受性が含まれています.
結論:
- シラ-ウィティグ反応は,未知のサイレンの化合物への前例のない経路を提供します.
- この研究は,炭素とシリコンの化学,特にオレフィネーション反応の主要な違いと類似性を強調しています.
- この研究は,シリコン化学におけるリン酸イリドの合成有用性を拡大する.
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