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関連する概念動画

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

3.4K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
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...
3.4K
Regioselectivity and Stereochemistry of Hydroboration02:36

Regioselectivity and Stereochemistry of Hydroboration

8.3K
A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
8.3K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

7.9K
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.
7.9K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

10.6K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
10.6K
Ligand Binding and Linkage00:49

Ligand Binding and Linkage

4.8K
Allosteric proteins have more than one ligand binding site; the binding of a ligand to any of these sites influences the binding of ligands to the other sites. When a protein is allosteric, its binding sites are called coupled or linked.  In the case of enzymes, the site that binds to the substrate is known as the active site and the other site is known as the regulatory site. When a ligand binds to the regulatory site, this leads to conformational changes in the protein that can influence...
4.8K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

18.6K
Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
18.6K

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関連する実験動画

Updated: Aug 16, 2025

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
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ビスホスフィンリガンドを用いた触媒非対称反応のためのデータ駆動型多目的最適化戦術

Jordan J Dotson1, Lucy van Dijk1, Jacob C Timmerman2

  • 1Department of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.

Journal of the American Chemical Society
|December 27, 2022
PubMed
まとめ

この研究は,キラルビスフォスフィンリガンドによる触媒の最適化のための機械学習アプローチを導入する. この方法は,薬剤合成における 収穫量や選択性などの複数の反応目標の改善に成功した.

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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

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Author Spotlight: Accelerating Discovery in Microporous Material Chemistry
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Last Updated: Aug 16, 2025

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

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Author Spotlight: Accelerating Discovery in Microporous Material Chemistry
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Author Spotlight: Accelerating Discovery in Microporous Material Chemistry

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科学分野:

  • カタリシス
  • 有機化学
  • コンピュータ化学

背景:

  • 複数の反応目標 (産量,エナチオ選択性,地域選択性) を同時に最適化することは困難です.
  • キラル・ビスホスフィン・リガンドは,非対称合成における選択性を制御する上で重要な役割を果たします.

研究 の 目的:

  • キラルビスホスフィンリガンドを用いた触媒反応の多目的最適化のための機械学習ワークフローを開発し,実証する.
  • 活性薬剤の合成のための連続反応における産出量,エナチオ選択性,および地域選択性を改善する.

主な方法:

  • 550以上のビスホスフィンリガンドの密度関数理論派生データベースの構築.
  • デザイン化学空間マッピング技術の開発
  • 活性触媒を特定するための分類方法と,反応の選択性をモデル化するための線形回帰の適用

主要な成果:

  • すべての反応目標において,著しく改善された性能を持つ新しい結合体の予測と実験的検証.
  • 非対称合成における2つの連続反応の最適化に成功した.
  • ビスフォスフィンリガンドによって制御される触媒の最適化のための一般化可能な戦略を特定した.

結論:

  • 機械学習のワークフローは,触媒における多目的の最適化のための効果的な戦略を提供します.
  • このアプローチは,ビスフォスフィンリガンドが性能を決定する反応に容易に実装できます.
  • この発見は,効率的な非対称合成経路の開発を進めています.