隔离6,13-二propylpentacene及其分体化及其分体化
Tamotsu Takahashi1, Ken Kashima, Shi Li
1Catalysis Research Center and Graduate School of Life Science, Hokkaido University, and SORST, Japan. tamotsu@cat.hokudai.ac.jp
Journal of the American Chemical Society
|December 7, 2007
概括
研究人员开发了一种清洁的方法来合成稳定的6,13-dipropylpentacene,使用pentacene-DDQ添加物和gamma-terpinene. 由此产生的化合物可以在酸性条件下异构成一个复合体.
科学领域:
- 有机化学 有机化学
- 材料科学 材料科学 材料科学
背景情况:
- 五烯衍生物在有机电子学中至关重要.
- 功能化五烯的稳定合成仍然是一个挑战.
研究的目的:
- 开发一种简单高效的合成6·13-二甲的方法.
- 为了研究合成化合物的稳定性和反应性.
主要方法:
- 6,13-二烯基-5,14-二二的芳香化,通过太烯-DDQ添加物形成.
- 使用玛-特尔皮宁的添加物脱.
- 6,13-二甲烯的分离和表征.
- 酸催化异构化研究.
主要成果:
- 实现了稳定和可分离的6,13-二甲的清洁合成.
- 合成的化合物在环境条件下显示稳定性.
- 发现在催化酸的存在下,6,13-二烯二烯酸以同位素化为其同位素.
结论:
- 描述的方法提供了一个可行的途径,稳定,功能化的五.
- 6,13-二propylpentacene的稳定性和分化行为为进一步的材料开发提供了洞察力.
相关概念视频
¹³C NMR: Distortionless Enhancement by Polarization Transfer (DEPT)
When proton-coupled carbon-13 spectra are simplified by a broadband proton decoupling technique, structural information about the coupled protons is lost. Distortionless enhancement by polarization transfer (DEPT) is a technique that provides information on the number of hydrogens attached to each carbon in a molecule. While the DEPT experiment utilizes complex pulse sequences, the pulse delay and flip angle are specifically manipulated. The resulting signals have different phases depending on...
Stability of Conjugated Dienes
Introduction
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
Aromatic Hydrocarbon Cations: Structural Overview
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...
Removing one hydrogen from the intervening CH2 group with both...
Thermal and Photochemical Electrocyclic Reactions: Overview
Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
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...
Aromatic Hydrocarbon Anions: Structural Overview
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous overlap of p...
Due to the absence of continuous overlap of p...


