相关实验视频

Updated: Jul 16, 2025

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

Published on: September 12, 2018

三亚1,4-氧沙的合成和基因诱导分解-一个实验和DFT研究

Eric A Nicol¹, Matthew Sing¹, Lilly U Luu¹

¹Department of Chemistry, University of Guelph, Guelph, ON N1E 2W1, Canada.

Molecules (Basel, Switzerland)

|September 9, 2023

概括

这项研究引入了一种新方法,用于合成2,3,6-三基替代的1,4-西因-S,S-二氧化物,这些有着已知的生物活性的有价值化合物. 计算分析揭示了反应机制和选择性,有助于这些新型真菌杀菌剂的未来发展.

科学领域:

有机化学有机化学
药用化学医学化学
计算化学计算化学

背景情况:

1,4-Oxathiins被认为具有多种生物活性和商业用途作为杀菌剂.
开发高效的新型氧沙衍生物合成路径对于探索新应用至关重要.

研究的目的:

探索一种由2,3,6-三替代的1,4-西因-S,S-二氧化物组成的新型制剂.
通过密度函数理论 (DFT) 计算来研究反应机制和立体选择性.
合成和描述一套新的1,4-西因-S,S-二氧化物衍生物的库.

主要方法:

在基本条件下,基-1-基硫与基化物发生反应.
合成的1,4-oxathiin-S,S-二氧化物产品的净化和表征.
密度函数理论 (DFT) 计算以建模反应路径和中间体.

主要成果:

成功合成了20个2,3,6-三位替代的1,4-西因-S,S-二氧化物样本,仅使用转-2,3-二替代物.
由于产品的基敏感性和形成环开放的副产品而观察到的限制.
DFT分析阐明了潜在的反应途径,包括化物结合,循环,质子转移和环开放机制.
确定了循环化步骤对于建立跨-2,3-二的选择性至关重要.

结论:

已经建立了一个新的合成途径,用于创建一个1,4-oxathiin-S,S-二氧化物家族.
计算洞察力为反应提供了机械的理解,有助于优化合成和预测产品特性.
这些发现有助于开发具有潜在杀菌应用的新生物活性化合物.

关键词:

在 DFT 方面,它是最重要的.计算化学计算化学循环化循环化这是一个机制机制.氧甲酸氨酸的使用方法硫酸是一种硫.这是一种α-硫尼尔离子.

更多相关视频

Facile Preparation of 4-Substituted Quinazoline Derivatives

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

相关概念视频

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.

UV–Vis Spectroscopy: Woodward–Fieser Rules

UV–Vis Spectroscopy: Woodward–Fieser Rules

UV–Visible absorption spectra of conjugated dienes arise from the lowest energy π → π* transitions. The light-absorbing part of the molecule is called the chromophore, and the substituents directly attached to the chromophore are called auxochromes. A strong correlation exists between the absorption maxima, λmax, and the structure of a conjugated π system. The Woodward–Fieser rules predict the value of λmax for a given...

Alkynes to Carboxylic Acids: Oxidative Cleavage

Alkynes to Carboxylic Acids: Oxidative Cleavage

Alkynes undergo oxidative cleavage in the presence of oxidizing reagents like potassium permanganate and ozone. The triple bond — one σ bond and two π bonds — is completely cleaved, and the alkyne is oxidized to carboxylic acids. When warm and basic aqueous potassium permanganate is used as an oxidizing agent, alkynes are first converted to carboxylate salts via an unstable α-diketone intermediate. Further, a mild acid treatment protonates the carboxylate anions...

Acidity of 1-Alkynes

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.