一个NHC稳定的Iminoborane的合成,结构特征和协调化学
Xin Yue1, Linlin Wu2, Hao Wang1
1School of Chemistry and Chemical Engineering, Southeast University, Nanjing, 211189, P. R. China.
Chemistry, an Asian journal
|June 21, 2023
概括
研究人员合成和表征了一种新型的NHC稳定性 iminoborane. 这种化合物作为一种多功能支配体,表现出主要组和过渡金属复合物的广泛协调化学.
科学领域:
- 有机金属化学 有机金属化学
- 主群 化学 化学
- 协调化学 协调化学
背景情况:
- 伊米诺是多功能化合物,在催化和材料科学中具有潜在的应用.
- 易斯基稳定提供了一条分离和操纵反应主群物种的途径.
- 了解新子的协调行为对于开发新的合成方法至关重要.
研究的目的:
- 为了合成和结构性地表征一种新型的N-异环碳 (NHC) 稳定型伊米诺.
- 探索合成的伊米诺波兰作为配套连接体的协调能力.
- 为了证明易斯基稳定型伊米诺在合成各种金属复合物的潜力.
主要方法:
- 用石墨烯制备NHC稳定型伊米诺波兰,通过减少使用石墨烯的阴离子前体.
- 单晶X射线衍射用于伊米诺的结构特征.
- 合成和表征主要组和过渡金属复合物,利用伊米诺波联体.
主要成果:
- 成功合成并完全阐明NHC稳定型伊米诺波兰 (化合物4) 的结构.
- 证明化合物4对主要组和过渡金属的协调能力.
- 观察可变的协调模式,突出显示连接体的灵活性.
结论:
- 这项研究成功地准备和表征了一种新型的NHC稳定性 iminoborane.
- 化合物4表现出丰富和多功能协调化学,作为各种金属中心的支连接体.
- 这项工作扩大了伊米诺化学的范围及其在协调和有机金属合成中的实用性.
相关概念视频
Structural Isomerism
19.5K
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
19.5K
Regioselectivity and Stereochemistry of Hydroboration
8.2K
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...
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...
8.2K
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
4.9K
Primary amines react with carbonyl compounds—aldehydes and ketones—to generate imines. Imines consist of a C=N double bond and are named Schiff bases after its discoverer—the German chemist Hugo Schiff. On the other hand, secondary amines react with carbonyl compounds to give enamines. In enamines, the presence of a C=C double bond adjacent to the nitrogen atom leads to the delocalization of the lone pair.
4.9K
Hydroboration-Oxidation of Alkenes
8.4K
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.
8.4K
Aldehydes and Ketones with Amines: Imine Formation Mechanism
5.8K
Imine formation involves the addition of carbonyl compounds to a primary amine. It begins with the generation of carbinolamine through a series of steps involving an initial nucleophilic attack and then several proton transfer reactions. The second part includes the elimination of water, as a leaving group, to give the imine.
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
5.8K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
18.4K
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.
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.
18.4K


