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二重還元されたアリルボランの二酸化水素と水素移転触媒としての二重役割

Esther von Grotthuss¹, Sven E Prey¹, Michael Bolte¹

¹Institut für Anorganische und Analytische Chemie , Goethe-Universität Frankfurt , Max-von-Laue-Straße 7 , Frankfurt am Main D-60438 , Germany.

Journal of the American Chemical Society

|March 16, 2019

まとめ

二重還元された9,10-ジヒドロ-9,10-ジボラアントラセン (DBAs) は,水素化および水素移転反応の有効な触媒として機能する. その触媒的活動は代替物やアルカリ金属対陽子によって影響を受け,様々な化学的変換を可能にします.

科学分野:

有機金属化学
カタリシス
合成化学

背景:

二重還元された9,10-ジヒドロ-9,10-ジボラアントラセン (DBAs) は,潜在的触媒用途を持つ新しい化合物である.
DBAのアルカリ金属塩 (M2[DBA]) は中性DBAとアルカリ金属から合成することができる.
触媒メカニズムは,H2と水素移転の活性化を含みます.

研究の目的:

水素化と水素移転反応の触媒として,二重還元されたDBAを導入する.
触媒活動に対するB結合置換剤と対カチオンの影響を調査する.
さまざまな水素化および水化物移転プロセスの最適条件を決定する.

主な方法:

中性DBAとアルカリ金属 (Li,Na,K) からアルカリ金属塩M2[DBA]を合成する.
不飽和化合物 (イミン,アルケーン,アントラゼン) の水素化における触媒性能の評価
E-ClをE-H結合 (E=C,Si,Ge,P) に変換するためのヒドリド移転反応の評価

主要な成果:

M2[DBA]塩は,H2を金属のような方法で効果的に活性化します.
触媒効率はB置換物 (より小さい方が良い) と反作用 (Li+はNa+/K+より遅い) に依存する.
Li2[4] (Me置換物) は水素化に優れていたが,Na2[4]はE-ClからE-Hへの変換に最適で,Me2Si(H) Clを生成した.

結論:

二重還元されたDBAは,水素化および水素移転反応の汎用な触媒である.
触媒の性能は置換物と対離子で調節可能であり,選択的変換が可能である.
活性触媒を再生し,副作用を回避するために,ヒドリド転送プロセスは慎重に管理する必要があります.

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