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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

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.
Regioselectivity and Stereochemistry of Hydroboration02:36

Regioselectivity and Stereochemistry of Hydroboration

A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Hydroboration-Oxidation of Alkenes03:08

Hydroboration-Oxidation of Alkenes

In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule02:17

Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

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...

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Updated: Jun 8, 2026

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
07:06

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

Published on: February 16, 2020

烯水电化:热中间体在冷却过程中发生反应.

David R Glowacki1, C H Liang, Stephen P Marsden

  • 1School of Chemistry, University of Leeds, Leeds LS2 9JT, United Kingdom. david.r.glowacki@bristol.ac.uk

Journal of the American Chemical Society
|September 14, 2010
PubMed
概括
此摘要是机器生成的。

化学反应中的非统计行为挑战了传统模型. 这项研究使用主方程模型来表明,即使在溶液中,热中间体也可以在完全热化之前反应,从而保留统计模型.

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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
08:56

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

Published on: February 16, 2020

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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科学领域:

  • 物理化学 物理化学
  • 有机化学 有机化学
  • 化学动力学 化学动力学

背景情况:

  • 化学反应中的非统计行为正在引起人们的注意.
  • 从过渡状态理论 (TST) 预测的偏离挑战了标准的化学反应模型.

研究的目的:

  • 提出一个替代的解释的实验结果,用于化机制.
  • 调查非统计动态效应与统计反应模型之间的作用.

主要方法:

  • 用一个弱碰撞的米-兰斯伯格-卡塞尔-马库斯 (RRKM) -主方程 (ME) 模型进行计算.
  • 应用总方程方法对溶液相热反应.

主要成果:

  • 证明"热"中间体可以通过溶液中的弱碰撞在逐步放松过程中发生反应.
  • 提供了与TST预测偏离的实验结果的统计解释.
  • 展示了主方程作为溶液相反应的计算可处理模型.

结论:

  • 总方程为解释某些有机反应机制提供了一个可行的替代传统的TST.
  • 中间体的逐步碰撞放松可能在各种多原子系统中普遍存在.
  • 这项工作为研究溶液中的化学反应动态提供了一种新的计算方法.