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Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

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The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the para...
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1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism01:37

1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism

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Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.
4.8K
Preparation of 1° Amines: Azide Synthesis01:22

Preparation of 1° Amines: Azide Synthesis

4.6K
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
4.6K
Cycloaddition Reactions: MO Requirements for Photochemical Activation01:12

Cycloaddition Reactions: MO Requirements for Photochemical Activation

2.6K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
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Carboxylic Acids to Methylesters: Alkylation using Diazomethane01:33

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Carboxylic acids react with diazomethane in an ether solvent via alkylation at the carboxylate oxygen atom to give methyl esters of the corresponding acid with excellent yields.
2.9K
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview01:26

1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview

3.9K
Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
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Soft Lithographic Functionalization and Patterning Oxide-free Silicon and Germanium
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通过基化合物介导的CO激活和N2释放.

Da Jin1, Alexander Hinz1, Xiaofei Sun1

  • 1Institute of Inorganic Chemistry, Karlsruhe Institute of Technology (KIT), Kaiserstr. 12, 76131, Karlsruhe, Germany.

Angewandte Chemie (International ed. in English)
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概括

研究人员合成了一种新的基于的化合物,可以激活像一氧化碳这样的小分子. 这一发现为在多电子氧化还原化学中开辟了新的途径,传统上由过渡金属主导.

关键词:
亚化合物 亚化合物在CO激活激活过程中,主要集团主要集团多重结合多重结合烯基烯基烯基烯基烯基烯基

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科学领域:

  • 有机化学 有机化学
  • 主组 化学 主组 化学
  • 无机合成 无机合成

背景情况:

  • -化合物在主要组化学中至关重要.
  • 具有Si─NN─Si连接的替代性化合物在合成上具有挑战性.
  • 经典的伊米诺西兰形成途径已经得到了很好的证实.

研究的目的:

  • 为了合成和描述一种新的基于的化合物.
  • 为了研究这种-azo物种与小分子的反应性.
  • 探索在多电子还氧化化学中的潜力.

主要方法:

  • 一种混合价值的西莱米尼尔-烯前体与一个重的有机亚酸的反应.
  • 用一氧化碳 (CO) 处理合成的-azo化合物.
  • 与铁五碳烯 (Fe(CO) 反应.

主要成果:

  • 成功合成了一种热稳定的Si(IV) -azo物种.
  • -化合物激活了CO,导致N2挤出和形成一个桥梁Si(II) /Si(IV) 产品.
  • 与Fe ((CO) 5的反应导致N2释放和CO裂变,Fe ((CO) 4片段与协调.
  • 连接物重组将碳原子纳入DippNC副产品中.

结论:

  • 这项研究报告了首次合成基于的化合物.
  • 该化合物调解小分子激活,展示了的氧化还原能力.
  • 这些发现扩大了化学的范围及其在催化中的潜力.