Jove
Visualize
お問い合わせ
JoVE
x logofacebook logolinkedin logoyoutube logo
JoVEについて
概要リーダーシップブログJoVEヘルプセンター
著者向け
出版プロセス編集委員会範囲と方針査読よくある質問投稿
図書館員向け
推薦の声購読アクセスリソース図書館諮問委員会よくある質問
研究
JoVE JournalMethods CollectionsJoVE Encyclopedia of Experimentsアーカイブ
教育
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab Manual教員リソースセンター教員サイト
利用規約
プライバシーポリシー
ポリシー

関連する概念動画

Cycloaddition Reactions: MO Requirements for Photochemical Activation01:12

Cycloaddition Reactions: MO Requirements for Photochemical Activation

2.2K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.2K
Photochemical Electrocyclic Reactions: Stereochemistry01:26

Photochemical Electrocyclic Reactions: Stereochemistry

1.9K
The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation
1.9K
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

2.8K
Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
2.8K
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

4.0K
The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
4.0K
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

3.7K
Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
3.7K
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement01:24

[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement

2.2K
The Claisen rearrangement is a [3,3] sigmatropic rearrangement of allyl vinyl ethers to unsaturated carbonyl compounds. The rearrangement is a concerted pericyclic reaction proceeding via a chair-like transition state.
2.2K

こちらも読む

関連記事

共著者、ジャーナル、引用グラフによってこの研究に関連する記事。

並び替え
Same author

Site-specific profiling of lysine itaconylation via a thiol-based probe.

Bioorganic & medicinal chemistry letters·2026
Same author

Ligand-Regulated Metallaphotoredox Aminoarylation for the Valorization of Feedstock Alkenes.

Journal of the American Chemical Society·2026
Same author

Scaling covalent ligand discovery through dynamic combinatorial library-versus-proteome screening.

Nature communications·2026
Same author

Comparative Interactome Profiling of Itaconate and α-Ketoglutarate by the Peptide-Centric Local Stability Assay.

ACS chemical biology·2026
Same author

Identifying PLAU as a shared pathogenic gene in type 2 diabetes and bladder urothelial carcinoma through integrated transcriptomic analysis and machine learning for diagnostic and therapeutic value.

Clinical and experimental medicine·2026
Same author

Ligand-modulated metal-radical polarity match enables general 1,2-dicarbofunctionalization of ethylene.

Nature chemistry·2026

関連する実験動画

Updated: Sep 9, 2025

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

14.0K

波長依存選択C─FまたはC─H機能化による光媒介シラサイクリング

Gan Wang1, Ye Yuan1, Chu Wang1

  • 1Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.

Angewandte Chemie (International ed. in English)
|September 1, 2025
PubMed
まとめ

研究者らは,特定のLED波長を使用して,新しい光媒介シラサイクリング方法を開発し,貴重なベンゾシラサイクルを作成しました. このアプローチは,多様なアプリケーションのための選択的なC-FとC-H機能化を可能にします.

キーワード:
サイクリングヘテロサイクル水素の進化光触媒シリコン

さらに関連する動画

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
12:07

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Published on: April 1, 2013

17.2K
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
07:12

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

6.4K

関連する実験動画

Last Updated: Sep 9, 2025

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

14.0K
Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
12:07

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Published on: April 1, 2013

17.2K
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
07:12

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

6.4K

科学分野:

  • オルガノシリコン化学
  • 光触媒
  • 合成有機化学

背景:

  • シラサイクルは医薬品化学と材料科学において極めて重要です.
  • アリルフッ素の脱フッ素化と選択的アレンシリレーションは合成的に困難です.
  • 既存の方法はしばしば外部の酸化物質を必要とし,選択性に問題がある.

研究 の 目的:

  • 6基のベンゾシルサイクルの構築のための新しい光媒介カスケードシルサイクライゼーションを開発する.
  • 波長制御を用いたアルリルベンゼン誘導体の選択的なC-FとC-H機能化を実現する.
  • シラサイクルの化合物の持続可能で汎用的な合成を探求する.

主な方法:

  • オーガノフォト触媒とチオール基の水素原子移転 (HAT) 触媒の相乗効果システムを利用した.
  • カスケード反応を媒介するために特定の発光ダイオード (LED) の波長 (456 nmと335 nm) を使用した.
  • HATによって促進された水酸化と波長に依存する分子内シラサイクリングを含むメカニズム的経路が調査されています.

主要な成果:

  • ダイヒドロシランでアルリルベンゼン誘導体の波長依存の光媒介カスケードシラサイクリングが成功しました.
  • オーソ-フッ素アルリルベンゼンの最初の脱フッ素サイクリングと無受容体脱水サイクリングが実証された.
  • カスケードC-Hシラサイクリング中の光による水素進化過程を発見した.

結論:

  • 開発された光媒介戦略は,シラサイクルの合成のための正確な波長依存の化学選択性を提供します.
  • この方法は,幅広い機能群の許容性を示し,貴重なシラサイクル化合物への持続可能な経路を提供します.
  • この研究は,革新的な光触媒的アプローチを通じて,シラサイクルの合成の有用性を向上させます.