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相关概念视频

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

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

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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...
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Base-Catalyzed Ring-Opening of Epoxides02:26

Base-Catalyzed Ring-Opening of Epoxides

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Due to their highly strained structures, epoxides can readily undergo ring-opening reactions through nucleophilic substitution, either in the presence of an acid or a base. The nucleophilic substitution reactions in the presence of acid are called acid-catalyzed ring-opening reactions, and nucleophilic substitution reactions in the presence of a base are called base-catalyzed ring-opening reactions. Epoxides undergo base-catalyzed ring-opening reactions in the presence of a strong nucleophile...
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Acid-Catalyzed Ring-Opening of Epoxides02:24

Acid-Catalyzed Ring-Opening of Epoxides

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Epoxides that are three-membered ring systems are more reactive than other cyclic and acyclic ethers. The high reactivity of epoxides originates from the strain present in the ring. This ring strain acts as a driving force for epoxides to undergo ring-opening reactions either with halogen acids or weak nucleophiles in the presence of mild acid. The acid catalyst converts the epoxide oxygen, a poor leaving group, into an oxonium ion, a better leaving group, making the reaction feasible. The...
7.1K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

2.1K
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).
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Preparation of Epoxides03:00

Preparation of Epoxides

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Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
7.5K
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH301:11

ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

5.9K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
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Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
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基于 (R) - - - +) - - 氧化物进行环开聚合的循环碳酸盐.

Lucia Rubino1, Vincenzo Patamia2, Antonio Rescifina2

  • 1Department of Chemistry, Materials, and Chemical Engineering "G. Natta", Politecnico di Milano, via Mancinelli 7, 20131, Milan, Italy.

Scientific reports
|October 9, 2024
PubMed
概括

这项研究引入了一种用于制造无异酸盐聚氨的新方法. 研究人员从氧化氨基酸中合成β-氨基醇,然后形成循环碳酸盐,从而产生了新型的氨酸.

关键词:
密度函数理论密度函数理论二甲基碳酸二甲基二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基碳酸二甲基没有异酸盐的异酸盐.聚氨是一种聚氨.可持续的 可持续的

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科学领域:

  • 聚合物化学 聚合物化学
  • 有机合成 有机合成
  • 绿色化学 绿色化学

背景情况:

  • 传统的聚氨合成通常涉及危险的异酸盐.
  • 开发可持续和更安全的替代品对化学工业至关重要.

研究的目的:

  • 报告一种新型合成途径,用于不含异酸盐的聚氨.
  • 研究由 (R) - - - + - - 氧化物衍生的β-氨基醇,循环碳酸盐和氨酸的合成和表征.

主要方法:

  • (R) - - - +) - 烯氧化物与热水催化初级氨基的环氧环的氨解.
  • 使用二甲基碳酸盐 (DAC) 化学合成循环碳酸盐.
  • 循环碳酸盐的阳离子环开放聚合 (AROP).
  • 使用NMR光谱 (1D和2D) 和DFT计算进行表征.

主要成果:

  • 有效合成β-氨基醇,具有受控的区域和二聚体选择性.
  • 从β-氨基醇中成功制备循环碳酸盐.
  • 通过循环碳酸盐的 AROP 形成橄氨酸.
  • DFT计算阐明了反应机制,突出了水和核选择的作用.

结论:

  • 使用氧化物衍生物建立了一个可行的无异酸盐通向聚氨的途径.
  • 合成战略为传统聚氨生产提供了一个更绿色的替代方案.
  • 通过计算方法了解反应选择性有助于优化合成途径.