未激活的烯酸和基化物的导向铜催化分子间Heck型反应
Chunlin Tang1, Ran Zhang1, Bo Zhu1
1Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry , Northeast Normal University , Changchun 130024 , China.
研究人员开发了一种新型的铜促进反应,用于基化化,将未激活的基化物与基化物合. 这种方法具有很高的选择性和广泛的基质范围,可有效合成有价值的烯产品.
科学领域:
- 有机化学
- 催化剂
背景情况:
- 没有激活基质的分子间基化仍然具有挑战性.
- 在有机合成中,开发选择性的C-C键形成方法至关重要.
研究的目的:
- 建立一个新的分子间基化未激活的基和基化物.
- 在基化物和基因的合中实现高区域和立体选择性.
主要方法:
- 铜促进的赫克类反应.
- 使用指导组策略来激活基质.
- 使用密度函数理论 (DFT) 计算来阐明反应机制.
主要成果:
- 首次成功实现了未激活的烯酸和基化物的分子间基化.
- 在结合烯酸产品的形成中表现出优异的区域和立体选择性.
- 展示了广泛的基质范围,耐受初级,二级和三级基和各种基.
结论:
- 开发的铜促进反应提供了一个高效的烯酸产品的途径.
- 建议通过Cu (III) 循环过渡状态进行二甲基硫化物辅助的协同H-Br消除.
- 这种方法扩展了C-C键形成的工具包,使用易于获得的原始材料.
更多相关视频
06:46Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
09:35Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
相关概念视频
Alkyl Halides
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Mass Spectrometry: Alkyl Halide Fragmentation
Conversion of Alcohols to Alkyl Halides
Ethers to Alkyl Halides: Acidic Cleavage
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
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,...
Intermolecular Forces in Solutions
When the strengths of the intermolecular forces of attraction between solute and solvent species in a solution are no different than those present in the separated components, the solution is formed with no accompanying energy change. Such a solution is called an ideal solution. A mixture of ideal gases (or gases such as helium and argon,...
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)