4'-[3-methylthiophen-2-yl]-2,2';6',2''-terpyridine | 1263305-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4'-[3-methylthiophen-2-yl]-2,2';6',2''-terpyridine
• 英文别名: 4'-(3-Methyl-2-thienyl)-2,2':6',2''-terpyridine；4-(3-methylthiophen-2-yl)-2,6-dipyridin-2-ylpyridine
• CAS: 1263305-64-1
• 化学式: C₂₀H₁₅N₃S
• 分子量: 329.425
• InChiKey: IWIJVIXNLRULQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4'-[3-methylthiophen-2-yl]-2,2';6',2''-terpyridine 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到4'-[5-bromo-3-methylthiophen-2-yl]-2,2';6',2''-terpyridine
  参考文献：
  名称：

  Synthesis and photophysical properties of α,ω-bis(terpyridine)oligothiophenes

  摘要：

  Four novel fully pi-conjugated alpha,omega-bis(terpyridine)oligothiophenes characterized by NMR, IR, and HR-mass spectroscopy are presented and their electronic absorption/emission and redox properties are described based on both experiments and theoretical calculations. These compounds can be potentially utilized as building blocks for preparation of conjugated metallo-supramolecular polymers or dynamers and related functional materials. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.039
• 作为产物：
  描述：

  3-(3-Methylthiophen-2-yl)-1,5-dipyridin-2-ylpentane-1,5-dione 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以1.67 g的产率得到4'-[3-methylthiophen-2-yl]-2,2';6',2''-terpyridine
  参考文献：
  名称：

  Synthesis and photophysical properties of α,ω-bis(terpyridine)oligothiophenes

  摘要：

  Four novel fully pi-conjugated alpha,omega-bis(terpyridine)oligothiophenes characterized by NMR, IR, and HR-mass spectroscopy are presented and their electronic absorption/emission and redox properties are described based on both experiments and theoretical calculations. These compounds can be potentially utilized as building blocks for preparation of conjugated metallo-supramolecular polymers or dynamers and related functional materials. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.039

文献信息

• Influence of structural changes on photophysical properties of terpyridine derivates: Experimental studies and theoretical calculations
  作者：Dominique Toledo、Francisco Brovelli、Jorge Soto-Delgado、Octavio Peña、Jean-Yves Pivan、Yanko Moreno

  DOI：10.1016/j.molstruc.2017.10.011

  日期：2018.2

  Four terpyridine ligands containing different aryl substituents 4'-(4-quinolinyl)-3,2':6′,3″-terpyridine (3-qtpy), 4'-(4-quinolinyl)-2,2':6′,2″-terpyridine (2-qtpy), 4'-(3-methyl-2-thienyl)-4,2':6′,4″-terpyridine (4-stpy) and 4'-(3-methyl-2-thienyl)-2,2':6′,2″-terpyridine (2-stpy) were synthesized in a one-pot procedure and characterized by elemental analysis, FT-IR and 1H- and 13C NMR spectroscopy. Additionally

  摘要 含有不同芳基取代基的四种三联吡啶配体 4'-(4-quinolinyl)-3,2':6',3"-terpyridine (3-qtpy), 4'-(4-quinolinyl)-2,2':6 ',2"-三联吡啶 (2-qtpy), 4'-(3-methyl-2-thienyl)-4,2':6',4"-三联吡啶 (4-stpy) 和 4'-(3-甲基) -2-噻吩基)-2,2':6',2"-三联吡啶 (2-stpy) 在一锅法中合成，并通过元素分析、FT-IR 和 1H-和 13C NMR 光谱表征。此外，通过单晶 X 射线衍射分析证实了 2-stpy 结构。通过光谱方法系统地研究了 tpy 和芳基取代基中的 N 位对光物理性质的影响，并通过密度泛函理论（DFT 和 TD-DFT）计算进行了模拟。在大约 280 °C 之前观察到热稳定性，使这类配体成为用作复杂配体的有趣候选者，这些配体是在约