概括
皇冠,宏环聚,被发现是复杂的金属子,如. 这些化合物促进了无机盐在溶剂中的溶解,证明了它们在化学应用中的实用性.
科学领域:
- 有机化学 有机化学
- 超分子化学 超分子化学
背景情况:
- 在研究使用多联体控制和铜的催化活性时发现了皇冠.
- 最初的合成旨在从甲基醇和 bis ((2-chloroethyl) 乙醇中制造一个基联体.
研究的目的:
- 为了合成和表征新的皇冠乙烯化合物.
- 为了研究皇冠乙烯与金属离子的复合能力.
- 探索无机盐在接近溶剂中的溶解.
主要方法:
- 从甲基醇和二二乙醇合成二-18-皇冠-6.
- 准备大约60种相关的皇冠化合物,具有不同的环形大小和氧原子含量.
- 研究与,和离子的复杂化.
- 在近氧溶剂中证明无机盐的溶解.
主要成果:
- 合成了第一个皇冠以太,二-18-皇冠-6,表现出离子复合.
- 针对不同的金属子,确定了最佳的聚乙烯环尺寸 (15-18为Na,18为K,18-21为Cs).
- 成功制备了具有1:1, 3:2, 2:1的阴离子比的皇冠复合物.
- 通过使用皇冠乙烯,证明了无机盐在接近溶剂中的有效溶解.
结论:
- 皇冠乙烯是性金属酸的有效化剂,具有尺寸选择性.
- 皇冠乙烯溶解无机盐的能力对各种化学过程有重大影响.
- 这一发现为合成具有可调节性质的多种宏环聚乙烯打开了道路.
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相关概念视频
Crown Ethers
Crown ethers are cyclic polyethers that contain multiple oxygen atoms, usually arranged in a regular pattern. The first crown ether was synthesized by Charles Pederson while working at DuPont in 1967. For this work, Pedersen was co-awarded the 1987 Nobel Prize in Chemistry. Crown ethers are named using the formula x-crown-y, where x is the total number of atoms in the ring and y is the number of ether oxygen atoms. The term 'crown' refers to the crown-like shape that these ether molecules take.
Structure and Nomenclature of Ethers
Structure and Bonding
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent groups, ethers can be classified into two...
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent groups, ethers can be classified into two...
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
Overview
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Autoxidation of Ethers to Peroxides and Hydroperoxides
Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides.
Physical Properties of Ethers
Overview
An ether molecule has a net dipole moment due to the polarity of C–O bonds. Subsequently, boiling points of ethers are lower than those of alcohols of comparable molecular weight and slightly higher than those of hydrocarbons of comparable molecular weight (Table 1).
Ethers can act as hydrogen bond acceptors, making them more water-soluble than hydrocarbons, but since ethers cannot act as hydrogen bond donors, they are much less soluble in water than alcohols. Ethers are considered...
An ether molecule has a net dipole moment due to the polarity of C–O bonds. Subsequently, boiling points of ethers are lower than those of alcohols of comparable molecular weight and slightly higher than those of hydrocarbons of comparable molecular weight (Table 1).
Ethers can act as hydrogen bond acceptors, making them more water-soluble than hydrocarbons, but since ethers cannot act as hydrogen bond donors, they are much less soluble in water than alcohols. Ethers are considered...
Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration
Overview
Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration.
Preparation of Ethers by Acid-Catalyzed Addition of Alcohol to Alkenes
The acid-catalyzed addition of alcohol to an alkene involves treating the alkene with an excess of alcohol in the presence of an acid catalyst to form an ether under suitable conditions. The hydrogen will add to the less substituted carbon so that the nucleophile can attack the more substituted...
Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration.
Preparation of Ethers by Acid-Catalyzed Addition of Alcohol to Alkenes
The acid-catalyzed addition of alcohol to an alkene involves treating the alkene with an excess of alcohol in the presence of an acid catalyst to form an ether under suitable conditions. The hydrogen will add to the less substituted carbon so that the nucleophile can attack the more substituted...
