ポリサイクルアロマティック炭化水素 鉄 (III) 触媒カルボニルオレフィンメタテシス
Christopher C McAtee1, Paul S Riehl1, Corinna S Schindler1
1Willard Henry Dow Laboratory, Department of Chemistry, University of Michigan , 930 North University Avenue, Ann Arbor, Michigan 48109, United States.
Journal of the American Chemical Society
|February 22, 2017
まとめ
研究者らは,ポリサイクル芳香炭化水素を合成するための新しい鉄 (III) 触媒化カルボニルオレフィンメタテシスを開発した. この効率的な方法はFeCl3を使用し,単純性と高機能グループ互換性を提供します.
科学分野:
- 有機化学
- 材料科学
- カタリシス
背景:
- ポリサイクル芳香炭化水素 (PAH) は,有機化学,薬剤開発,材料科学において極めて重要です.
- 既存のPAHの合成方法は複雑で,機能的グループ耐性が欠けている.
研究 の 目的:
- ポリサイクルアロマティック炭化水素を作るための新しい効率的な合成戦略を開発する.
- PAHへの実行可能な経路として,鉄 ((III)) 触媒化されたカルボニルオレフィンメタテシスを調査する.
主な方法:
- 使用された鉄 (III) 触媒によるカルボニル・オレフィン・メタテシス反応.
- FeCl3を環境に優しい,土壌に豊富に存在する触媒として使用しています.
- 反応の操作の簡素性,機能群の互換性,および地域選択性を調査した.
主要な成果:
- PAHsのための新しい合成戦略を成功裏に開発しました.
- 合成において高い機能群相容性と地域選択性を示した.
- 主要な反応性中間物質としてオクセタンを特定する実験的証拠が得られた.
結論:
- 鉄 ((III) 触媒によるカルボニルオレフィン環閉メタテシスは,PAH合成の有効かつ実用的な方法である.
- 反応の効率と穏やかな条件により,様々な化学的用途に適しています.
- オキシタネは,この転化反応の触媒サイクルにおいて重要な役割を果たします.
関連する概念動画
Olefin Metathesis Polymerization: Overview
2.7K
Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
2.7K
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
3.3K
Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...
3.3K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
2.3K
Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process.
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
2.3K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
9.2K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
9.2K
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
2.4K
The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
2.4K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
3.0K
Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
3.0K


