相关实验视频
Updated: Jul 12, 2026

10:44
Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
概括
基和甲基基很容易添加到C60) 富勒烯中. 通过ESR光谱学识别的稳定基 adducts 显示局部未配对的电子受到替代剂的保护.
科学领域:
- 富勒伦化学 化学 富勒伦化学
- 激进化学 激进化学是什么
- 摄影化学的使用.
背景情况:
- 富勒,特别是C 60),是具有独特电子性质的碳异构体.
- 极端加法反应对于功能化富勒来说至关重要.
- 光化学方法提供了受控生成的反应性物种.
研究的目的:
- 为了研究基和甲基基的光化学添加到C(60) 富勒伦.
- 描述由此产生的激进和非激进的引证.
- 了解这些 adducts 的稳定性和电子性质.
主要方法:
- 通过光化学生成基和甲基基.
- 激素与C的反应 60).
- 使用电子自旋共振 (ESR) 谱学和质谱学进行表征.
主要成果:
- 形成基添加物 (RnC(60)),n=1 至至少15.
- 通过ESR识别稳定的基 (n=3) 和循环基 (n=5) 基添加物.
- 用质谱分析的n=1到至少34的甲基添加物 ((CH3) nC ((60)) 的形成.
结论:
- 在光化学条件下,基和甲基基因有效地添加到C60) 中.
- 基组的绝缘保护有助于激素添加物的稳定性.
- 稳定 adducts 中的未配对电子位于 C ((60) 表面.
相关概念视频
Radical Reactivity: Overview
Radicals, the highly reactive species, gain stability by undergoing three different reactions. The first reaction involves a radical-radical coupling, in which a radical combines with another radical, forming a spin‐paired molecule. The second reaction is between a radical and a spin‐paired molecule, generating a new radical and a new spin‐paired molecule. The third reaction is radical decomposition in a unimolecular reaction, forming a new radical and a spin‐paired molecule. These three...
Radical Reactivity: Nucleophilic Radicals
Radicals adjacent to electron-donating groups are called nucleophilic radicals. These radicals readily react with electrophilic alkenes. The SOMO–LUMO interactions are the driving force for the reaction, where the high-energy SOMO of the electron-rich, nucleophilic radicals interacts with the low-energy LUMO of the electron-deficient, electrophilic alkenes. Such SOMO–LUMO interactions are the basis of reactive radical traps, affecting the selectivity in radical reactions. For instance, consider...
Radical Formation: Addition
Radicals can be formed by adding a radical to a spin-paired molecule. This is typically observed with unsaturated species, where the addition of a radical across the π bond leads to the production of a new radical by dissolving the π bond. For example, the addition of a Br radical to an alkene yields a carbon-centered radical.
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an unpaired...
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an unpaired...
Radical Reactivity: Electrophilic Radicals
Radicals adjacent to electron‐withdrawing groups are called electrophilic radicals. These radicals readily react with nucleophilic alkenes. For example, the malonate radical, in which the radical center is flanked by two electron‐withdrawing groups, reacts readily with butyl vinyl ether, which consists of an electron‐donating oxygen substituent. The reaction between electrophilic malonate radical and nucleophilic vinyl ether is favored because the radical has a low‐energy SOMO, which interacts...
Radical Reactivity: Intramolecular vs Intermolecular
Radical reactions can occur either intermolecularly or intramolecularly. In an intermolecular radical reaction, a nucleophilic radical adds to an electrophilic alkene or vice versa. In such reactions, the radical and generally the alkene, which is also called the radical trap, are two different molecules. Additionally, for such intermolecular reactions to occur, the radical trap must be active, present in an excess concentration, and the radical starting material must have a weak carbon–halogen...
Radicals: Electronic Structure and Geometry
This lesson delves into the geometry of a radical, which is influenced by the electronic structure of the molecule. The principle is similar to that of a lone pair, where the unpaired electron influences the geometry at the radical center.
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...

