含有迪索提奥芬的二甲基甲基甲酸氨基酸
Gurpreet Kaur1, Nisha Rawat1, Mangalampalli Ravikanth1
1Indian Institute of Technology, Powai, Mumbai 400076, India.
The Journal of organic chemistry
|October 25, 2023
概括
研究人员合成了一种含有双西欧芬的新型 thiacarbaporphyrinoid. 结构和光谱分析揭示了一个非平面宏循环,具有局部的π-结合,影响其电子和光学特性.
科学领域:
- 有机化学 有机化学
- 超分子化学 超分子化学
- 材料科学 材料科学 材料科学
背景情况:
- 扩展型氨酸是具有独特电子和光学特性的宏环化合物.
- 二二烯的结合可以调节宏环系统的光物理特征.
研究的目的:
- 为了合成和表征一种新型的含有双西欧芬的 thiacarbaporphyrinoid.
- 研究新宏观循环的结构,光谱和电化学特性.
主要方法:
- 多步骤的有机合成,从二索烯开始.
- 用于结构阐明的X射线晶体学.
- 紫外线-Vis光谱,NMR光谱和循环电压测量用于属性分析.
主要成果:
- 成功合成了一种六步二西欧芬含有 thiacarbaporphyrinoid 的合成.
- X射线结构揭示了一种高度非平面的宏循环,在蒂亚特里皮林部分内具有局部的π-结合.
- 谱学研究表明非芳香性,在可见和近红外区域的吸收带.
- 电化学研究证明了宏观循环的电子丰富性质.
结论:
- 合成的宏观循环具有独特的非平面结构,影响其电子特性.
- 在整个宏观循环中,二索烯单元并没有扩展π-结合.
- 宏观循环表现出有趣的光学特性,特别是在它们的二质子化形式中,这表明在光电子学中的潜在应用.
相关概念视频
Aromatic Hydrocarbon Cations: Structural Overview
2.8K
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
Removing one hydrogen from the intervening CH2 group...
2.8K
Five-Membered Heterocyclic Aromatic Compounds: Overview
3.9K
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
3.9K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
10.2K
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.
10.2K
Antihypertensive Drugs: Thiazide-Class Diuretics
708
Thiazide diuretics are sulfonamide derivatives featuring a benzothiadiazine ring system in their molecular structure. Based on this structure, thiazide diuretics can be categorized into two groups: thiazide-type and thiazide-like diuretics. Thiazide-type diuretics, including hydrochlorothiazide and chlorothiazide, consist of a benzothiadiazine backbone with an attached sulfonamide group. Thiazide-like diuretics, such as chlorthalidone and indapamide, lack the thiazide ring but demonstrate...
708
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
2.2K
Birch reduction uses solvated electrons as reducing agents. The reaction converts benzene to 1,4-cyclohexadiene. The reaction proceeds by the transfer of a single electron to the ring to form a benzene radical anion. This anion is highly basic—it abstracts a proton from the alcohol to form a cyclohexadienyl radical. Another single electron transfer gives the cyclohexadienyl anion. A proton transfer from the alcohol forms 1,4-cyclohexadiene. Since this reduction occurs via radical anion...
2.2K
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
3.0K
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
3.0K


