5-[2-(5-ethynylthiophen-2-yl)vinyl]thiophene-2-carbaldehyde | 206768-23-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 5-[2-(5-ethynylthiophen-2-yl)vinyl]thiophene-2-carbaldehyde
• 英文别名: (E)-1-(5-formyl-2-thienyl)-2-(5-ethynyl-2-thienyl)ethylene；5-[(E)-2-(5-ethynylthiophen-2-yl)ethenyl]thiophene-2-carbaldehyde
• CAS: 206768-23-2
• 化学式: C₁₃H₈OS₂
• 分子量: 244.338
• InChiKey: GGMGGAHFJXDKFC-AATRIKPKSA-N

物化性质

• 沸点：
  429.6±45.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-[2-(5-ethynylthiophen-2-yl)vinyl]thiophene-2-carbaldehyde 、 [RuCl(dppe)2]OTf 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  钌-噻吩基乙炔基钌配合物的设计与合成。声致非线性光学的新材料

  摘要：

  已经开发了一系列围绕不同长度的基于噻吩的π共轭间隔基构建的新的供体-π-受体钌钌系统。这些供体-π-受体生色团的线性和三阶非线性光学性质的比较表明，基于低聚噻吩的间隔基的延伸或进一步引入双键导致二噻吩基乙烯间隔基产生最大吸收的显着红移以及分子立方超极化性的显着增强。此外，对于掺入PMMA基质中的这些复合物的薄膜复合材料，还观察到了声诱发的第二谐波产生（AISHG），其值达到了迄今为​​止报道的最高值。

  DOI：

  10.1021/om049236s
• 作为产物：
  描述：

  5-[(E)-2-(5-Trimethylsilanylethynyl-thiophen-2-yl)-vinyl]-thiophene-2-carbaldehyde 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 5-[2-(5-ethynylthiophen-2-yl)vinyl]thiophene-2-carbaldehyde
  参考文献：
  名称：

  χ⁽²⁾ Grating in Ru Derivative Chromophores Incorporated within the PMMA Polymer Matrices

  摘要：

  We have found that Ru derivative chromophores incorporated into the PMMA polymer matrices might be considered as promising materials for optical poling. The maximally achieved effective second-order optical susceptibility for the wavelength 1.89 mum is about 1.94 pm/V. The investigated composites possess metastable trapping levels originating both from the d states of Ru and due to effective charge transfer due to the presence of pi-conjugated states. Because of incorporation of the chromophore into polymer matrices, we have revealed that the maximal susceptibility is observed at 5-6% of the chromophore in weighting units. The further increase of the second-order susceptibility is limited by the appearance of chromophore agglomerates substantially restraining second-order susceptibilities. The investigated composites possess long-lived chi((2)) grating, which decreases less than 76% after 600 min of laser treatment. The electrostatic field causes additional reanimation of the second harmonic generation during the decay regime. The electron microscopy pictures clearly confirm appearance of the chi((2)) grating.

  DOI：

  10.1021/jp048794h

文献信息

• Syntheses and Second-Order Optical Nonlinearity of Ruthenium σ-Acetylides with an End-Capping Organic Electron Acceptor and Thienyl Entity in the Conjugation Chain
  作者：Iuan-Yuan Wu、Jiann T. Lin、Jimmy Luo、Chyi-Shiun Li、Chiitang Tsai、Yuh S. Wen、Chia-Chen Hsu、Fen-Fen Yeh、Sean Liou

  DOI：10.1021/om970947i

  日期：1998.5.1

  Ruthenium sigma-acetylides with an end-capping organic electron acceptor and thienyl entity in the conjugation chain, Ru(C=C-Y)(PPh3)(2)(eta(5)-C5H5) (Y = th-CHO, th-CH=C(CN)(2), th(E)-CH=CH-th-CHO, th-(E)-CH=CH-th-CH=C(CN)(2), C6H4-(E)-CH=CH-th-NO2, th-(E)-CH=CHC6H4-4-NO2, C6H4C=C-th-NO2, th-(E)-CH=CH-th-CH=CHC6H4-4-NO2, C6H4N=C(H)-th-NO2, th-(E)-CH=CHC5H4N+Me, th-C=CC5H4N+Me, th-(E)-CH=CH-th-NO2, th-C=C-th-NO2) (th = 2,5-disubstituted thiophene), were synthesized. These complexes exhibit intense charge transfer from the ruthenium donor to the organic acceptor. The quadratic hyperpolarizabilities of the selected complexes were determined using the hyper Rayleigh scattering method. Single-crystal X-ray analysis was employed to examine the structures of Ru(C=CC6H4-(E)-CH=CH-th-NO2)(PPh3)(2)(eta(5)-C5H5) and Ru(C=C-th-CH=C(CN)(2))(PPh3)(2)(eta(5)-C5H5).