baeyer villiger rearrangement

简明释义

拜尔 维利格重排

英英释义

Baeyer-Villiger rearrangement is a chemical reaction in which a ketone is converted into an ester through the action of peracids, involving the migration of an alkyl or aryl group.

Baeyer-Villiger重排是一种化学反应,其中酮在过氧酸的作用下转化为酯,涉及烷基或芳基的迁移。

例句

1.The application of the Baeyer-Villiger rearrangement in pharmaceuticals has led to the development of new drugs.

贝耶-维利格重排在制药中的应用促成了新药的开发。

2.Researchers used the Baeyer-Villiger rearrangement to synthesize lactones from cyclic ketones.

研究人员利用贝耶-维利格重排从环状酮合成内酯。

3.Understanding the mechanism of the Baeyer-Villiger rearrangement can help chemists design better synthetic routes.

理解贝耶-维利格重排的机制可以帮助化学家设计更好的合成路线。

4.The Baeyer-Villiger rearrangement is a key reaction in organic chemistry that transforms ketones into esters.

贝耶-维利格重排是有机化学中的一个关键反应,它将酮转化为酯。

5.Catalysts play an important role in enhancing the efficiency of the Baeyer-Villiger rearrangement process.

催化剂在提高贝耶-维利格重排过程的效率中起着重要作用。

作文

The Baeyer-Villiger rearrangement is a significant reaction in organic chemistry that involves the oxidation of ketones to esters. This transformation is particularly important due to its utility in synthesizing complex molecules and functional groups. The reaction was first discovered by the German chemists Adolf Baeyer and Victor Villiger in the early 20th century, and it has since become a fundamental reaction in synthetic organic chemistry. At its core, the Baeyer-Villiger rearrangement proceeds through the formation of a peracid-derived intermediate, which then leads to the migration of an alkyl or aryl group from the carbonyl carbon to the adjacent oxygen atom. This migration results in the formation of a new carbon-oxygen bond, ultimately yielding an ester product. The reaction is notable for its ability to selectively transform specific ketones into their corresponding esters while maintaining the integrity of other functional groups present in the molecule.One of the key aspects of the Baeyer-Villiger rearrangement is its regioselectivity, which is influenced by several factors such as steric hindrance and electronic effects. For instance, when dealing with asymmetric ketones, the migration of the larger group typically occurs preferentially, a phenomenon known as the 'migration preference'. This preference can be attributed to the stability of the resulting transition state during the rearrangement process. Understanding these factors is crucial for chemists who aim to predict the outcomes of reactions involving this rearrangement.In addition to its synthetic applications, the Baeyer-Villiger rearrangement also serves as a valuable tool for mechanistic studies in organic chemistry. By exploring the reaction conditions and the nature of the starting materials, researchers can gain insights into the underlying mechanisms of this rearrangement. For example, variations in temperature, solvent, and the type of peracid used can dramatically influence the efficiency and selectivity of the reaction. These studies not only enhance our understanding of the Baeyer-Villiger rearrangement itself but also contribute to the broader field of organic reaction mechanisms.Moreover, the versatility of the Baeyer-Villiger rearrangement extends beyond simple ketones; it can also be applied to more complex substrates, including cyclic ketones and polyfunctional compounds. This adaptability makes it an essential reaction for chemists working in pharmaceuticals, agrochemicals, and materials science, where the synthesis of specific esters is often required.In conclusion, the Baeyer-Villiger rearrangement is a powerful and versatile reaction that plays a crucial role in the field of organic chemistry. Its ability to convert ketones into esters with regioselectivity and its applications in synthetic and mechanistic studies make it an invaluable tool for chemists. As research continues to evolve, the Baeyer-Villiger rearrangement will undoubtedly remain a focal point for innovation and discovery in organic synthesis.

Baeyer-Villiger重排反应是有机化学中一个重要的反应,涉及将酮氧化为酯。这一转化在合成复杂分子和功能团方面尤为重要。该反应最早由德国化学家阿道夫·拜耳和维克多·维利格在20世纪初发现,自那时起,它已成为合成有机化学中的基本反应之一。

在其核心,Baeyer-Villiger重排反应通过形成过酸衍生的中间体进行,该中间体随后导致从羰基碳迁移到相邻氧原子的烷基或芳基的迁移。这种迁移导致新碳-氧键的形成,最终生成酯产物。该反应以其选择性地将特定酮转化为相应酯的能力而闻名,同时保持分子中其他功能团的完整性。
其中一个关键方面是Baeyer-Villiger重排反应的区域选择性,这受到几个因素的影响,如立体阻碍和电子效应。例如,在处理不对称酮时,通常较大基团的迁移优先发生,这种现象被称为“迁移偏好”。这种偏好可以归因于重排过程中产生的过渡态的稳定性。理解这些因素对化学家预测涉及该重排反应的反应结果至关重要。
此外,Baeyer-Villiger重排反应还作为有机化学中机理研究的宝贵工具。通过探索反应条件和起始材料的性质,研究人员可以深入了解这一重排的基本机制。例如,温度、溶剂和所用过酸的类型的变化可以显著影响反应的效率和选择性。这些研究不仅增强了我们对Baeyer-Villiger重排反应本身的理解,还为有机反应机制的更广泛领域做出了贡献。此外,Baeyer-Villiger重排反应的多样性超越了简单的酮;它也可以应用于更复杂的底物,包括环状酮和多官能化化合物。这种适应性使其成为制药、农用化学品和材料科学领域化学家的重要反应,其中经常需要合成特定的酯。总之,Baeyer-Villiger重排反应是一个强大而多功能的反应,在有机化学领域发挥着至关重要的作用。其将酮转化为酯的能力及其在合成和机理研究中的应用,使其成为化学家们不可或缺的工具。随着研究的不断发展,Baeyer-Villiger重排反应无疑将继续成为有机合成创新和发现的焦点。

相关单词

rearrangement

rearrangement详解:怎么读、什么意思、用法