- 玻拉 - 维蒂格反应
Andryj M Borys1, Ella F Rice1, Gary S Nichol1
1EaStCHEM School of Chemistry, University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh EH9 3FJ, United Kingdom.
一种新型的酸-博拉-维蒂格反应可以使用易于获得的碳化合物直接合成酸. 这种方法类似于经典的维蒂格反应,在有机化学中提供了新的合成途径.
科学领域:
- 有机化学
- 合成有机化学
- 主要组化学
背景情况:
- 经典的维蒂格反应是合成碳化合物的基石.
- 基的类相似物是有价值的合成中间体,但它们的制备可能具有挑战性.
- 过渡性酸代表一种具有新型结合形成潜力的反应性物种.
研究的目的:
- 开发一种用于直接制备基的新合成途径.
- 探索过渡性酸与碳化合物的反应性.
- 调查新型波拉-维蒂格反应和经典的维蒂格反应之间的机制相似之处.
主要方法:
- 过渡性博烯 (Mes*PB-NR2) 与各种碳化合物 (甲基化物,子,,胺) 的反应.
- 介质1,2,3-氧乙的分离和表征
- 用热或易斯酸促进的中间体循环反转产生基.
- 实验研究和密度函数理论 (DFT) 计算以阐明反应机制.
主要成果:
- 酸-博拉-维蒂格反应成功地从各种碳酸基质中产生酸.
- 过渡性酸与碳化合物反应形成1,2,3-酸,类似于维蒂格氧酸.
- 这些中间体的循环逆转提供了可行的基路径.
- DFT研究和实验数据证实了与经典维蒂格反应的显著机理相似性.
结论:
- 酸-博拉-维蒂格反应为合成酸提供了一种直接且多用途的方法.
- 反应通过1,2,3-甲中间体进行,反映了维蒂格机制.
- 这项工作扩大了酸的合成效用,并为基于的化反应提供了新的见解.
更多相关视频
14:07Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
相关概念视频
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
Aldehydes and Ketones to Alkenes: Wittig Reaction Overview
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
Hydroboration-Oxidation of Alkenes
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
The Phosphorus Cycle
