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相关概念视频

Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

2.4K
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.
2.4K
Crossed Aldol Reactions: Overview01:04

Crossed Aldol Reactions: Overview

5.5K
Crossed aldol addition is the reaction between two different carbonyl compounds under acidic or basic conditions. Here, both the carbonyl compounds function as nucleophiles and electrophiles. As shown in Figure 1, such a reaction yields a mixture of products, two of which are formed via self-condensation, while the remaining two are formed via crossed-condensation. Without adjustment, the reaction's usefulness in organic chemistry is decreased.
5.5K
Thermal Electrocyclic Reactions: Stereochemistry01:17

Thermal Electrocyclic Reactions: Stereochemistry

2.1K
The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
2.1K
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

2.7K
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.
2.7K
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
Pericyclic Reactions: Introduction01:17

Pericyclic Reactions: Introduction

8.4K
Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic...
8.4K

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相关实验视频

Updated: Jul 26, 2025

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
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Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols

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电还原性交叉电友合 (eXEC) 反应

Yaowen Liu1, Pengfei Li1, Yanwei Wang1

  • 1State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.

Angewandte Chemie (International ed. in English)
|June 16, 2023
PubMed
概括
此摘要是机器生成的。

电化学为有机合成提供了一个可持续的途径,通过使用电子而不是化学试剂来进行有机合成. 电还原交叉电友合 (eXEC) 的最新进展使得高效的C-C和C-异原子键形成成为可能.

关键词:
基电友 基电友 基电友阿里尔电友类的电友.交叉合 交叉合 交叉合电化学 电化学 电化学电还原是一种电还原.

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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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科学领域:

  • 有机化学 有机化学
  • 电化学 电化学 电化学
  • 可持续的合成 可持续的合成

背景情况:

  • 电化学为传统化学氧化剂和减少剂提供了一种绿色替代品.
  • 电化学与电友的结合是合成复杂有机分子的日益增长的方法.
  • 这种方法促进了关键的碳-碳和碳-异原子键的形成.

研究的目的:

  • 审查电还原性交叉电友合 (eXEC) 反应的最新进展.
  • 要突出在这些转换中使用可访问的电友.
  • 展示eXEC在现代有机合成中的可持续性和效率.

主要方法:

  • 系统审查过去十年的文献.
  • 专注于电还原性交叉电友合 (eXEC) 反应.
  • 分析涉及有机 (伪) 化物和CO2,SO2和D2O等小分子的反应.

主要成果:

  • 证明了eXEC反应的可行性和越来越受欢迎.
  • 展示了使用随时可用的电友的C-C和C-异原子键的高效构造.
  • 强调了电化学方法在复杂分子合成中的可持续性.

结论:

  • 电还原交叉电友合 (eXEC) 是有机合成的一种强大而可持续的战略.
  • 该方法有效地利用常见的电友来构建具有挑战性的分子架构.
  • 在 eXEC 中继续进行的研究有望在绿色化学和复杂分子合成方面取得进一步的进步.