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関連する概念動画

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

13.6K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
13.6K
Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

3.2K
Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
3.2K
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

5.0K
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.
5.0K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

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...
2.3K
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

6.4K
Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
6.4K
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

3.7K
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.
3.7K

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Auでエネディインサイクリング後の非共性ダイメリゼーション ((111)

Dimas G de Oteyza1,2, Alejandro Pérez Paz3, Yen-Chia Chen4

  • 1Donostia International Physics Center , E-20018 San Sebastián, Spain.

Journal of the American Chemical Society
|August 5, 2016
PubMed
まとめ

黄金の表面では,1,2-bis(2-フェニルチニル) ベンゼンは,好ましくはC(1) -C(6) 経路経由で熱循環し,張ったバイサイクルオレフィンを形成する. この製品は自己組織化して非共性ダイマーになる.

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Synthesis of Near-Infrared Emitting Gold Nanoclusters for Biological Applications
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Using Polystyrene-block-polyacrylic acid-coated Metal Nanoparticles as Monomers for Their Homo- and Co-polymerization
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Using Polystyrene-block-polyacrylic acid-coated Metal Nanoparticles as Monomers for Their Homo- and Co-polymerization

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科学分野:

  • 表面化学
  • 有機合成
  • コンピュータ化学

背景:

  • 溶液中のエネディインの循環には,競合するC(1) -C(6) (ベルグマン) とC(1) -C(5) 経路が含まれます.
  • ステリカルに阻害されたエネディーネサイクリング製品の表面化学はほとんど研究されていない.

研究 の 目的:

  • 金の表面で1,2-bis(2-フェニルチニル) ベンゼンの熱誘導サイクルを調査する.
  • 反応メカニズムと製品の自己組み立て行動を明らかにする.
  • サイクライゼーション経路に対する Au 表面の影響を理解する.

主な方法:

  • 表面観測のためのスキャニングトンネル顕微鏡 (STM).
  • 理論分析のためのコンピューターシミュレーション
  • メカニズムと駆動力の密度関数理論 (DFT) の計算.

主要な成果:

  • C(1) -C(5) サイクリング経路は,Au(111で抑制されている.
  • C ((1) - C ((6)) サイクリングにより,新しい,高張力バイサイクルオレフィンが得られる.
  • バイサイクルのオレフィン製品は,AU111の表面で分離した非共性結合のジマーに自己組み立てられます.

結論:

  • Au 111) 表面は,1,2-bis 2 -フェニルチニル) ベンゼンの循環をC 1 - C 6経路に向けます.
  • 独特の圧縮されたバイサイクリックオレフィンが形成され,ジマーに自己組み立てが示されます.
  • DFT計算は,ダイマー形成を駆動する反応機構と非共性相互作用の洞察を提供します.