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相关概念视频

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

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Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
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Radical Reactivity: Nucleophilic Radicals01:16

Radical Reactivity: Nucleophilic Radicals

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Radicals adjacent to electron-donating groups are called nucleophilic radicals. These radicals readily react with electrophilic alkenes. The SOMO–LUMO interactions are the driving force for the reaction, where the high-energy SOMO of the electron-rich, nucleophilic radicals interacts with the low-energy LUMO of the electron-deficient, electrophilic alkenes. Such SOMO–LUMO interactions are the basis of reactive radical traps, affecting the selectivity in radical reactions. For...
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Electrophilic Addition to Alkynes: Halogenation02:38

Electrophilic Addition to Alkynes: Halogenation

9.9K
Introduction
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
9.9K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

8.9K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
8.9K
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride01:26

Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride

2.2K
Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
2.2K
Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

6.4K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
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同性感木基:选择性基基转移的可分离试剂.

Gargi Kundu1,2, Felix Debbeler1,2, Sascha Reith1,2

  • 1Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Str. 4, 35032, Marburg, Germany.

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PubMed
概括

研究人员开发了新的木基化合物,用于在温和,湿化学条件下产生基. 这些化合物为各种合成应用提供了无过渡金属,无毒的替代品.

关键词:
基基的激进分子比斯穆特基基的使用方法这是一个CC合器.激进的玻里化激素.热激活的热激活方式

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科学领域:

  • 合成有机化学 合成有机化学
  • 有机金属化学 有机金属化学
  • 激进化学 激进化学是什么

背景情况:

  • 基基是有价值的合成中间体,但在标准的湿化学条件下很难获得.
  • 石化合物显示出对受控激素反应的潜力,吸引了研究兴趣.
  • 现有的基基生成方法通常涉及恶劣的条件或有毒试剂.

研究的目的:

  • 为了合成和表征新的同质性比斯穆特基化合物.
  • 为了证明这些高温 bismuth 化合物中可控释放 alkynyl 基.
  • 探索这些化合物在各种C-C和C-异原子键形成反应中的实用性.

主要方法:

  • 合成同质的木基化合物,Bi(CCR) 3.
  • 电子偏磁共振 (EPR) 谱学以确认激素生成.
  • 化合物的应用在格拉泽型同和C-C,C-B,C-Se,C-Te键形成中.

主要成果:

  • 成功合成和表征可分离的木基化合物.
  • 证明选择性和容易释放的基基,通过EPR证实.
  • 在各种合反应中利用生成的基基,包括那些通常需要极性通路的反应.

结论:

  • 石基化合物提供了一种新的,高效的途径,在温和,湿化学条件下产生基基.
  • 这些化合物作为一种无过渡金属,无毒的替代现有激素生成方法.
  • 开发的方法扩大了合成中基基化学的范围.