无环扭曲酰胺。
Acyclic Twisted Amides.
机构信息
Department of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States.
College of Chemistry and Chemical Engineering, Key Laboratory of Chemical Additives for China National Light Industry, Shaanxi University of Science and Technology, Xi'an 710021, China.
出版信息
Chem Rev. 2021 Oct 27;121(20):12746-12783. doi: 10.1021/acs.chemrev.1c00225. Epub 2021 Aug 18.
Abstract
In this contribution, we provide a comprehensive overview of acyclic twisted amides, covering the literature since 1993 (the year of the first recognized report on acyclic twisted amides) through June 2020. The review focuses on classes of acyclic twisted amides and their key structural properties, such as amide bond twist and nitrogen pyramidalization, which are primarily responsible for disrupting to π* conjugation. Through discussing acyclic twisted amides in comparison with the classic bridged lactams and conformationally restricted cyclic fused amides, the reader is provided with an overview of amidic distortion that results in novel conformational features of acyclic amides that can be exploited in various fields of chemistry ranging from organic synthesis and polymers to biochemistry and structural chemistry and the current position of acyclic twisted amides in modern chemistry.
摘要
在本综述中，我们全面概述了非循环扭曲酰胺，涵盖了自 1993 年（第一个被认可的非循环扭曲酰胺报道的年份）至 2020 年 6 月的文献。综述重点介绍了非循环扭曲酰胺的类别及其关键结构特性，如酰胺键扭曲和氮原子三角锥化，这些特性主要负责破坏酰胺键到π*共轭。通过将非循环扭曲酰胺与经典的桥连内酰胺和构象受限的环状稠合酰胺进行比较，读者可以了解酰胺键扭曲导致非循环酰胺产生新颖的构象特征，这些特征可应用于从有机合成和聚合物到生物化学和结构化学等化学领域，以及非循环扭曲酰胺在现代化学中的当前地位。
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Chem Rev. 2021 Oct 27;121(20):12746-12783. doi: 10.1021/acs.chemrev.1c00225. Epub 2021 Aug 18.
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