曲基在一个新的含有尿素的囊中
Ali Asadi1, Dariush Ajami, Julius Rebek
1The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California, USA.
Journal of the American Chemical Society
|June 23, 2011
概括
研究人员合成了一种含有硫尿素组的洞形,该二元化形成一个更宽的囊宿主. 这种宿主可以封装更长的基,如n-pentadecane,即使客分子必须折叠以适合.
科学领域:
- 超分子化学 超分子化学
- 有机合成 有机合成
- 主机和客人的化学反应
背景情况:
- 洞穴体是能够封装客分子的分子宿主.
- 尿素部分可以参与结,影响分子识别和自我组装.
- 设计具有可调节腔体大小的主机对于选择性客串绑定至关重要.
研究的目的:
- 为了合成一种新型的洞膜,并结合了尿素接点.
- 为了研究这个洞穴的二元化及其形成囊宿主的能力.
- 为了探索线性基在形成的囊中的封装.
主要方法:
- 一个cavitand衍生物的合成.
- 在客分子的存在下进行二元化研究.
- 核磁共振 (NMR) 光谱用于结构阐明和客体构成分析.
主要成果:
- 成功合成了一种具有氨酸功能的洞膜.
- 腔体的二元化形成了一个囊宿主,其腔体比尿素或伊米德类似物更大.
- 实现了n-pentadecane (n-C15H32) 的封装,NMR数据表明客人被折叠在囊中.
- 氨酸键的可塑性使得尽管存在客体扭曲,但能够形成稳定的复合物.
结论:
- 基于尿素的洞膜二元化为更广泛的囊宿主提供了一条途径.
- 主体表现出可塑性,使得扭曲的客分子能够被封装.
- 这项工作扩大了超分子宿主适应灵活客人的范围.
相关概念视频
Electrophilic Addition to Alkynes: Halogenation
Introduction
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
Structure and Nomenclature of Thiols and Sulfides
Thiols and sulfides are sulfur analogs of alcohols and ethers, respectively, where the sulfur atom takes the place of the oxygen atom. Thus, thiols are generally represented as RSH, where R is an alkyl substituent and —SH is the functional group. On the other hand, in sulfides, the central sulfur atom is bonded to two hydrocarbon groups on either side. Depending upon the type of group, sulfides can be either symmetrical or asymmetrical. Both thiols and sulfides display a bent geometry, similar...
Conformations of Cycloalkanes
Adolf von Baeyer attempted to explain the instabilities of small and large cycloalkane rings using the concept of angle strain — the strain caused by the deviation of bond angles from the ideal 109.5° tetrahedral value for sp3 hybridized carbons. However, while cyclopropane and cyclobutane are strained, as expected from their highly compressed bond angles, cyclopentane is more strained than predicted, and cyclohexane is virtually strain-free. Hence, Baeyer’s theory that was based on the...
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.
Preparation of Alkynes: Dehydrohalogenation
Introduction
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Alkyl Halides
Structural Properties
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...

