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Conjugate Addition of Enolates: Michael Addition01:08

Conjugate Addition of Enolates: Michael Addition

2.5K
The attack of a nucleophile at the β carbon of an α,β-unsaturated carbonyl compound is called conjugate addition. Conjugate addition reactions of active methylene compounds, such as β-diketones, β-keto esters, β-keto nitriles, and α-nitro ketones, are called Michael addition reactions.
2.5K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

2.2K
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).
2.2K
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

2.6K
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...
2.6K
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

2.1K
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...
2.1K
Radical Anti-Markovnikov Addition to Alkenes: Mechanism01:17

Radical Anti-Markovnikov Addition to Alkenes: Mechanism

3.7K
The reaction of hydrogen bromide with alkenes in the presence of hydroperoxides or peroxides proceeds via anti-Markovnikov addition. The radical chain reaction comprises initiation, propagation, and termination steps.
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy...
3.7K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

1.9K
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...
1.9K

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Updated: Jun 23, 2025

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
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Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

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マイケル 添加-除去 リング開きポリメリゼーション

Yong-Liang Su1, Wei Xiong1, Liang Yue2

  • 1School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332, United States.

Journal of the American Chemical Society
|June 21, 2024
PubMed
まとめ
この要約は機械生成です。

この研究は,可逆的なマイケルの加減除去機構を用いた制御されたリング開封ポリメリゼーションのための新しいサイクルチオエノンシステムを導入しています. この突破により モノメアの回収の可能性のある 高品質のポリマー合成が可能になりました

さらに関連する動画

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
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Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes

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関連する実験動画

Last Updated: Jun 23, 2025

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
08:12

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes

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Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
05:48

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes

Published on: November 21, 2017

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科学分野:

  • ポリマー化学
  • 有機合成
  • 材料科学

背景:

  • リング開封ポリメリゼーション (ROP) は,ポリマー合成のための多用途な方法である.
  • ダイナミック・リバーシビリティを持つ制御された ROP 方法の開発は依然として課題です.
  • サイクルチオエノンはモノマーとしての可能性を秘めていますが,革新的なポリメリゼーション戦略が必要です.

研究 の 目的:

  • 制御されたリング開封ポリメリゼーションのための新しいサイクルチオエノンシステムを開発する.
  • ROPにリバーシブルなマイケルの追加-除去 (MAE) メカニズムを組み込む.
  • 調節可能な性質と制御された分子量を持つポリチオエノンの合成を調査する.

主な方法:

  • 新型サイクロンチオエノン単体合成
  • リバーシブルなマイケルの追加-除去 (MAE) メカニズムを使用したリング開封ポリメリゼーション (ROP).
  • 分子重量,分散性,光学的透明性,機械的強度を含むポリマーの特性.
  • ポリメリゼーションメカニズムを解明するための密度関数理論 (DFT) の計算.

主要な成果:

  • MAEによる制御された ROPを可能にするサイクルチオエノンモノマーを成功裏に開発した.
  • 軽度のポリメリゼーション条件,調整可能な機能,制御された分子量 (Mn),および狭い分散性を達成した.
  • 合成されたポリチオエノンは,優れた光学透明性と優れた機械的特性を持っています.
  • デポリメリゼーションによるモノメアの回復が実証された.
  • DFT計算は,チエパン (TP) とチオカン (TC) システムのモノメア構成と反応性の違いに関する洞察を提供した.

結論:

  • MAEメカニズムは,制御されたリング開封ポリメリゼーションのために実行可能である.
  • 開発された戦略は,機能的なポリチオエノンの合成のための新しい経路を提供します.
  • 結果は,制御されたROPのための将来のモノメアの設計のためのガイドラインを提供します.