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相关概念视频

Isomerism in Alkenes02:01

Isomerism in Alkenes

12.0K
Alkenes like 1-butene and 2-butene exhibit constitutional isomerism, as they differ in the position of the double bond. Further, 2-butene exhibits stereoisomerism and exists as two distinct compounds differing in spatial arrangement.
An isomer is called cis-2-butene when the methyl groups are on the same side of the double bond, and the other stereoisomer, in which methyl groups are on the opposite side of the double bond, is called trans-2-butene. The cis and trans stereoisomers are not...
12.0K
Conformations of Cycloalkanes02:29

Conformations of Cycloalkanes

11.9K
Adolf von Baeyer attempted to explain the instabilities of small and large cycloalkane rings using the concept of angle strain — the strain caused by the deviation of bond angles from the ideal 109.5° tetrahedral value for sp3  hybridized carbons. However, while cyclopropane and cyclobutane are strained, as expected from their highly compressed bond angles, cyclopentane is more strained than predicted, and cyclohexane is virtually strain-free. Hence, Baeyer’s theory that...
11.9K
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule02:17

Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

14.3K
If a set of reactants can yield multiple constitutional isomers, but one of the isomers is obtained as the major product, the reaction is said to be regioselective. In such reactions, bond formation or breaking is favored at one reaction site over others.
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
14.3K
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement01:24

[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement

2.2K
The Claisen rearrangement is a [3,3] sigmatropic rearrangement of allyl vinyl ethers to unsaturated carbonyl compounds. The rearrangement is a concerted pericyclic reaction proceeding via a chair-like transition state.
2.2K
Halogenation of Alkenes02:46

Halogenation of Alkenes

15.8K
Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
15.8K
Disubstituted Cyclohexanes: cis-trans Isomerism02:37

Disubstituted Cyclohexanes: cis-trans Isomerism

12.0K
Depending upon the different spatial orientation of the substituents, the disubstituted cycloalkanes exhibit two types of stereoisomers. The cis isomers have the substituents on the same side of the ring, whereas the trans isomers have the substituents on the opposite sides. These stereoisomers exhibit different physical properties and cannot be interconverted without breaking the carbon-carbon bonds.
In cyclohexane, the substituents can occupy different positions generating distinct isomers....
12.0K

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

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诱导应变的定位同质化

Vignesh Palani1, Alison E Wendlandt1

  • 1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.

Journal of the American Chemical Society
|August 30, 2023
PubMed
概括

研究人员开发了一种新的方法, 这种诱导应变的同质化使用光催化和辅助催化剂,为有价值的合成构建块提供了温和的途径.

科学领域:

  • 有机化学
  • 光催化
  • 医学化学

背景情况:

  • 小,紧张的环系统在药物化学和有机合成中至关重要.
  • 有机分子的不稳定性使得它们的制备很困难.

研究的目的:

  • 开发一种温和和选择性的方法来获取环丁基.
  • 使用诱导应变的定位异构反应.

主要方法:

  • 使用脱状态的聚离子光催化剂和cobalxime联合催化剂.
  • 使用易于获得的环球丁前体.
  • 通过详细的研究来研究机械路径.

主要成果:

  • 实现了轻度和选择性的环丁基质合成.
  • 通过释放应变证明了环丁产品的多功能性.
  • 确定了对抗菌株选择性产品形成的固体基础.

结论:

  • 报告的诱导应变的异构化可以有效地获得有价值的环丁中间体.
  • 协同光催化剂和共催化剂系统可通过环应变储存能量.
  • 该方法为有机合成和药物化学应用提供了多功能平台.

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