在二烯和烯的 [2 + 2] 光环添加到 [60] 富勒烯中的二基基中间体
Maria Hatzimarinaki1, Manolis M Roubelakis, Michael Orfanopoulos
1Department of Chemistry, University of Crete, 71409 Iraklion, Crete, Greece.
Journal of the American Chemical Society
|October 13, 2005
概括
乙烯基cyclopropanes通过光环添加与C60富勒伦反应,形成一个五个成员的富勒伦 adduct. 这种反应很可能是通过激发C60.0的电子转移引发的二基中间体进行的.
科学领域:
- 摄影化学的使用.
- 有机合成 有机合成
- 材料科学 材料科学 材料科学
背景情况:
- 富勒 (C60) 是独特的碳类,具有多种应用.
- 光环添加反应对于合成复杂的有机分子至关重要.
- 了解反应机制是控制化学转变的关键.
研究的目的:
- 为了研究C60.0.添加维нилcyclopropane的立体特异性.
- 阐明不和基质和C60.0之间的光环添加的反应机制.
- 探索电子转移在富勒烯化学中的作用.
主要方法:
- 照片化学反应涉及乙烯基cyclopropanes 和 C60.
- 用光谱分析来描述引证的特征.
- 机械学研究探测中间形成.
主要成果:
- 乙烯基cyclopropanes经历了与C60.60的立体特异性光环添加.
- 这样形成了一个五个成员的[60]富勒烯 adduct.
- 有证据表明,这是一种基中间途径.
结论:
- 乙烯基cyclopropanes的光环添加到C60是立体的.
- 反应机制涉及从激发的C60到基质的初始电子转移.
- 为 [2+2] 光环添加过程提出了一种双基中间体.
相关概念视频
Halogenation of Alkenes
Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
The electrophilic addition of hydrogen halides such as HBr to alkenes and nonconjugated dienes gives a single product as per Markovnikov’s rule.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
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.
Electrophilic Aromatic Substitution: Friedel–Crafts Alkylation of Benzene
Friedel–Crafts reactions were developed in 1877 by the French chemist Charles Friedel and the American chemist James Crafts. Friedel–Crafts alkylation refers to the replacement of an aromatic proton with an alkyl group via electrophilic aromatic substitution. A Lewis acid catalyst such as aluminum chloride reacts with an alkyl halide to form a carbocation. The resulting carbocation then reacts with the aromatic ring and undergoes a series of electron rearrangements before giving the final...
Olefin Metathesis Polymerization: Overview
Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Electrophilic addition of halogens to alkenes proceeds via a cyclic halonium ion to form a 1,2-dihalide or a vicinal dihalide.


