2 - 甲基烯酸和化之间的反应产生的两个不同的产物:化与二聚相比:化
James P Chakiris1, Christopher J Sumby2, Douglas A Brooks1
1Clinical and Health Sciences, University of South Australia, Adelaide, South Australia, 5000, Australia.
Acta crystallographica. Section C, Structural chemistry
|January 7, 2026
概括
化和2-甲基烯酸的反应产生了基于溶剂的不同产品. 水会产生酸 5,而乙醇会产生二聚 6,这对先前的文献提出了挑战.
科学领域:
- 有机化学 有机化学
- 超分子化学 超分子化学
- 晶体学 晶体学是指结晶学.
背景情况:
- 异环化合物的合成通常涉及与酸的反应.
- 文献报告表明,化和2-甲酸的反应产生的特定产物.
研究的目的:
- 在不同的溶剂条件下研究化和2-甲基烯酸的反应产物.
- 用光谱和晶体学方法来表征获得的化合物.
- 澄清与现有文献有关反应结果的差异.
主要方法:
- 化与水和乙醇中的2 - 甲基烯酸的反应.
- 使用NMR光谱 (1H, 13C, 11B),高分辨率质谱法 (HRMS) 的表征.
- 单晶X射线衍射用于两种产品的结构确定.
主要成果:
- 在水中的反应产生了醇化 5 ((E) -{2-[(2-醇化) 甲基]基}酸).
- 在乙醇中的反应仅产生了二元体6 ({oxybis[benzo[d][2,3,1]diazaborinine-1,2(1H) -diyl]}bis(phenylmethanone)).
- X射线衍射揭示了不同的固态结构,包括5个分子内键和6个具有B-O定性键的双循环系统.
结论:
- 反应结果高度依赖于使用的溶剂.
- 这项研究提供了明确的证据,证明了醇化5或二聚6的形成,这与之前的文献相矛盾.
- 结构分析强调了键和dative键在产品形成和稳定性中的作用.
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
相关概念视频
01:10Hydrolysis of Chlorobenzene to Phenol: Dow Process
3.9K
Simple aryl halides do not react with nucleophiles under normal conditions. However, the reaction can proceed under drastic conditions involving high temperatures and high pressure to give the substituted products. For example, chlorobenzene is converted to phenol using aqueous sodium hydroxide at 350 °C under high pressure by the Dow process. The reaction follows an elimination-addition mechanism involving a benzyne intermediate. Here, the chloride ion is...
3.9K
02:36Regioselectivity and Stereochemistry of Hydroboration
9.3K
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 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.
9.3K
01:18Directing and Steric Effects in Disubstituted Benzene Derivatives
3.9K
When disubstituted benzenes undergo electrophilic substitution, the product distribution depends on the directing effect of both substituents. When the directing effects of both substituents reinforce each other, a single product is obtained. For example, bromination of p-nitrotoluene occurs ortho to the methyl group and meta to the nitro group, which is the same position, resulting in a single product. However, if the directing effects of the two groups oppose each other, the...
3.9K
03:08Hydroboration-Oxidation of Alkenes
11.0K
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.
11.0K
01:17Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
7.6K
The electrophilic addition of hydrogen halides such as HBr to alkenes and nonconjugated dienes gives a single product as per Markovnikov’s rule.
7.6K
02:34Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
9.4K
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.
9.4K