乙烯点击反应作为表面涂料应用程序的功能性试验可西西兰的一般途径
Alexander K Tucker-Schwartz1, Richard A Farrell, Robin L Garrell
1University of California, Los Angeles, Department of Chemistry and Biochemistry and the California NanoSystems Institute, Box 951569 Los Angeles, California 90095-1569, USA.
Journal of the American Chemical Society
|July 7, 2011
概括
一种新的光启动型乙烯点击反应提供了一种简单有效的方法来合成各种功能化的试氧基. 这种方法可以产生高纯度的西兰,适用于表面修饰应用.
科学领域:
- 材料科学 材料科学 材料科学
- 有机化学 有机化学
- 摄影化学的使用.
背景情况:
- 功能化的试验氧化对修改材料和设备表面至关重要.
- 现有的合成方法可能很复杂或范围有限.
研究的目的:
- 开发一种简单,高效和多用途的方法来合成各种功能化的试验koxysilanes.
- 为了证明这些西兰在表面修饰中的实用性.
主要方法:
- 采用了一种基于光激素的乙烯"点击"反应.
- 通过将基与mercaptopropyltrialkoxysilane或硫醇与allyltrialkoxysilanes进行反应,合成了15种不同的试基.
- 在玻璃玻璃器皿中使用15W黑光清洁地进行反应.
主要成果:
- 实现了高纯度的功能化试氧西兰的定量到近量产.
- 对广泛的功能组和复杂基具有证明的耐受性.
- 成功地应用合成的西兰酸盐用于铁氧化物纳米颗粒的表面涂层.
结论:
- 光启动的乙烯反应提供了一个简单而高效的途径,以实现多种功能性试氧化.
- 这种方法适用于制备各种应用的表面活性西兰.
- 反应的简单性和广泛的功能组耐受性使其具有高度价值.
相关概念视频
Preparation and Reactions of Thiols
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
Preparation and Reactions of Sulfides
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
Preparation of Epoxides
Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
Preparation of Alkynes: Alkylation Reaction
Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.

