结合的二烯和多烯的高度区域和立体选择性催化合成
Vu T Nguyen1, Hang T Dang1, Hoang H Pham1
1Department of Chemistry , The University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Journal of the American Chemical Society
|June 26, 2018
概括
通过一种新型的催化性二烯化来有效合成结合的二烯和多烯. 这种催化方法提供了高的区域和立体选择性,简化了复杂分子的创建.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 传统的联二烯和多烯合成涉及序列碳-碳双键 (CC) 的形成.
- 现有的方法往往缺乏对区域和立体选择性的精确控制,使特定异构体的合成复杂化.
研究的目的:
- 开发一种实用且可扩展的催化二烯化方法,用于合成合二烯和多烯.
- 在形成CC债券时实现高区域和立体选择性.
- 为具有挑战性的结合系统提供多功能合成平台,包括具有 cis 双键的系统.
主要方法:
- 一种新的合成策略,将硫的区域选择性基因诱导环开放与立体选择性催化交叉合相结合.
- 使用随时可用的硫作为起始材料.
- 使用催化控制结合系统的形成.
主要成果:
- 确立了高度区域和立体选择性的催化二烯化反应.
- 该方法可有效合成联二烯,包括具有具有挑战性的 cis 双键的二烯.
- 证明了反应作为构造合聚烯的平台的实用性.
结论:
- 报告的催化二烯化为结合二烯和多烯的合成提供了显著的进步.
- 这种方法为复杂的结合系统提供了实用,可扩展和高度选择性的途径.
- 该反应扩大了可用于化学中的各种应用的可访问的合分子的范围.
相关概念视频
Structure of Conjugated Dienes
7.5K
Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
7.5K
Stability of Conjugated Dienes
4.5K
Introduction
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
4.5K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
12.6K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
12.6K
Conjugated Proteins
28.9K
Simple proteins and protein complexes contain only amino acids. In contrast, many other proteins, called conjugated proteins, covalently bond with non-protein moieties.
Nucleoproteins are protein complexes that contain nucleic acids, categorized as deoxyribonucleoproteins (DNPs) or ribonucleoproteins (RNPs) respectively. The nucleosome is a typical example of a DNP where nuclear DNA is associated with histone proteins. The major antigen for the Covid-19 virus SARS-CoV is an RNP that is critical...
Nucleoproteins are protein complexes that contain nucleic acids, categorized as deoxyribonucleoproteins (DNPs) or ribonucleoproteins (RNPs) respectively. The nucleosome is a typical example of a DNP where nuclear DNA is associated with histone proteins. The major antigen for the Covid-19 virus SARS-CoV is an RNP that is critical...
28.9K
Conjugated Proteins
3.2K
3.2K
Diels–Alder Reaction: Characteristics of Dienes
5.4K
The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...
5.4K


