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相关概念视频

Organic Compounds03:02

Organic Compounds

All living things are formed mostly of carbon compounds called organic compounds. The category of organic compounds includes both natural and synthetic compounds that contain carbon. Although a single, precise definition has yet to be identified by the chemistry community, most agree that a defining trait of organic molecules is the presence of carbon as the principal element, bonded to hydrogen and other carbon atoms. However, some carbon-containing compounds such as carbonates, cyanides, and...
Structure and Nomenclature of Ethers02:28

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...
Nomenclature of Alkynes02:39

Nomenclature of Alkynes

Alkynes are unsaturated hydrocarbons characterized by the presence of carbon-carbon triple bonds and have a general formula CnH2n-2. The nomenclature of alkynes follows a set of rules similar to alkanes and alkenes; however, alkynes bear the suffix "-yne" instead of "-ane" or "-ene." There are two approaches to naming alkynes:
Aromatic Compounds: Overview01:25

Aromatic Compounds: Overview

In general, the term ‘aromatic’ indicates a pleasant smell or fragrance from fresh flowers, freshly prepared coffee, etc. In the early history of organic chemistry, many benzene derivatives were isolated from the pleasant odor oils of the plants. For example, vanillin was isolated from the oil of vanilla, methyl salicylate from the oil of wintergreen, and cinnamaldehyde from the oil of cinnamon. They all had a pleasant odor; hence the name aromatic was given.
In 1825, Faraday isolated benzene...
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom, respectively.
Structures of Aldehydes and Ketones01:04

Structures of Aldehydes and Ketones

Vanillin—a flavoring agent in vanilla, cinnamaldehyde—a molecule responsible for the distinct smell of cinnamon, and acetone—a strong-smelling ingredient in nail polish removers, all belong to a class of carbonyl compounds called aldehydes and ketones (Figure 1). Although both aldehydes and ketones contain the characteristic carbonyl (C=O) bond, their chemical structures vary with respect to the groups directly attached to the carbonyl carbon.
In aldehydes (Figures 1a and 1b), the carbonyl...

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相关实验视频

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Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

1,2-二二[10]烯:结构,芳香度和循环.

Armando Navarro-Vázquez1, Peter R Schreiner

  • 1Institute of Organic Chemistry, Justus-Liebig-University, Heinrich-Buff-Ring 58, 35392 Giessen, Germany.

Journal of the American Chemical Society
|June 2, 2005
PubMed
概括

计算研究表明,C(10)H(8) 1,2-二二[10]氨基基基更喜欢平面的"心脏"芳香结构,而不是扭曲的形式. 这一发现影响了对它们转化为异甲和脱水迪尔斯-阿尔德反应的理解.

科学领域:

  • 计算化学的计算化学
  • 有机化学 有机化学
  • 理论化学 理论化学

背景情况:

  • 在有机化学中,了解无烯系统的结构偏好和反应性至关重要.
  • 关于C(10) H(10) [10]annulene等相关系统的先前研究为目前的调查提供了背景.
  • 众所周知,涉及乙烯的脱水迪尔斯-阿尔德反应产生复杂的异构混合物.

研究的目的:

  • 通过计算来研究C(10) H(8) 1,2-二二[10] 烯的构造格局.
  • 阐明这些无烯的单分子转化途径,使其变成异纳烯 (循环烯).
  • 确定在脱水中观察到的乙烯的迪尔斯-阿尔德反应的底层异构化机制.

主要方法:

  • 使用B3LYP函数的密度函数理论 (DFT).
  • 单个参考合集群,具有单个,双重和扰动三重 [CCSD (T) ] 的计算.
  • 多引用平均二次合集群与单项和双项和戴维森校正 (MCQDPT2) 后哈特里-福克方法.

主要成果:

  • 在C(10)H(8) 1,2-二二[10]烯中引入一个线性基基分子,与局部C(2) "扭曲"结构相比,平面"心脏"芳香相容器的稳定性超过6kcal/mol (在CCSDT水平上).
  • 这种形状偏好与与之密切相关的C(10) H(10) [10]无烯系统有很大的不同.

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HKUST-1 as a Heterogeneous Catalyst for the Synthesis of Vanillin
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  • 计算分析表明,异纳乙烯通过低能屏障 (约. 15 kcal/mol) 的时间.
  • 结论:

    • 平面的"心脏"芳香型适配体是C(10)H(8) 1,2-二二[10]烯的首选结构,这是由于基基基组的角度应变减少.
    • 低屏障电循环环开放的异纳乙烯提供了一个可行的机制,用于观察到的异化在脱水迪尔斯-阿尔德反应的phenylacetylenes.
    • 这些计算发现提供了关于脱氨烯和相关循环烯的结构,稳定性和反应机制的宝贵见解.