合成,结构和基酸盐, - - 格尔曼酸盐和 - - 斯坦酸盐的基化反应性
Shuta Iwabuchi1, Tatsuya Morofuji1, Naokazu Kano1
1Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan. tatsuya.morofuji@gakushuin.ac.jp.
研究人员合成了14组的新型阳离子五协调化合物. 这些稳定的化合物作为核性化试剂,扩大合成化学应用.
科学领域:
- 有机金属化学 有机金属化学
- 主群 化学 化学
背景情况:
- 五坐标化合物对于理解结合和反应性至关重要.
- 14组元素 (碳,,,锡,) 具有不同的化学特性.
研究的目的:
- 合成和表征第一个带有乙烯基替代剂的阳离子五协调14组化合物.
- 研究这些新型化合物的稳定性和反应性.
主要方法:
- 使用已确定的合成路径合成了阴离子五协调化合物.
- 进行了晶体学表征以确认分子结构.
- 在空气,水和酸性条件下进行了稳定性研究.
主要成果:
- 成功合成和结晶学确认含有乙烯基基的14组离子五协调化合物.
- 在环境条件和温和酸度下,合成的类化合物的稳定性得到证明.
- 确定了这些化合物的实用性,作为核性基化的有效试剂.
结论:
- 开发了一种新的稳定性,性五协调性14组化合物的新类.
- 这些化合物代表了通过核性基化引入 fenylethynyl 组的有价值的试剂.
- 在有机金属和主要组化学中为合成应用开辟了新的途径.
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相关概念视频
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Structure and Physical Properties of Alkynes
In nature, compounds containing both carbon and hydrogen are known as "hydrocarbons". Aliphatic hydrocarbons are compounds whose molecules contain saturated single bonds (i.e., alkanes) or unsaturated double or triple bonds. Alkenes contain carbon–carbon double bonds and have a structural formula CnH2n. Unsaturated hydrocarbons containing carbon–carbon triple bonds are called "alkynes" and are structurally represented by the formula CnH2n-2.
The...
Acidity of 1-Alkynes
The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
Electrophilic Addition to Alkynes: Halogenation
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.
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
