4,4'-(pyridine-2,6-diyl)bis(2-methylbut-3-yn-2-ol) | 84223-11-0

• 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: 4,4'-(pyridine-2,6-diyl)bis(2-methylbut-3-yn-2-ol)
• 英文别名: 4-[6-(3-Hydroxy-3-methylbut-1-ynyl)pyridin-2-yl]-2-methylbut-3-yn-2-ol
• CAS: 84223-11-0
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: PJLJVHQGVNPQIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4'-(pyridine-2,6-diyl)bis(2-methylbut-3-yn-2-ol) 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 生成 2,6-二(乙炔基)吡啶
  参考文献：
  名称：

  Orbital Interactions in Ethynylpyridines

  摘要：

  He I and He II photoelectron spectra of several isomeric ethynyl- and diethynylpyridines have been measured. The spectra were analyzed with the aid of empirical arguments: relative band intensities and comparison with spectra of related compounds (ethynylbenzenes), AMI calculations were also performed to confirm the assignment. We have deduced for the first time, solely on empirical grounds, the presence of orbital interactions between nitrogen lone pairs and in-plane pi-orbitals of the ethynyl group. Relative Lewis basicities are predicted and rationalized.

  DOI：

  10.1021/jp973090b
• 作为产物：
  描述：

  2,6-二溴吡啶 、 2-甲基-3-丁炔-2-醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 苯 为溶剂， 以93 %的产率得到4,4'-(pyridine-2,6-diyl)bis(2-methylbut-3-yn-2-ol)
  参考文献：
  名称：

  pH 响应型吡啶和三杂芘混合环芳中的远距离穿越空间电荷转移

  摘要：

  长距离关系：两个芳香系统不需要位于同一空间来维持有意义的连接，这一点可以通过吡啶单元质子化时产生的长程（>5 Å）、穿过空间的电荷转移来证明。混合[3.3]环芳烷，含有彩虹形的teropyrene和嵌套在其弧中的吡啶。

  DOI：

  10.1002/chem.202302404

文献信息

• Conjugated polymers and processes for preparing and modifying them
  申请人：JAPAN SYNTHETIC RUBBER CO., LTD.

  公开号：EP0059646A2

  公开（公告）日：1982-09-08

  A conjugated polymer having a recurring unit of formula (I) or (II): (in which Ar and Ar' are the same or different and each represents a heteroaromatic ring) has good heat stability and mouldability. The polymer having a recurring unit of formula (I) may be modified by reaction with an amine or with hydrogen sulphide and both may be modified by doping with an electron-donative compound or an electron-attractive compound, to prepare organic semiconductors or organic conductors having various electrical conductivities.

  具有式 (I) 或 (II) 循环单元的共轭聚合物： (其中 Ar 和 Ar'相同或不同，各自代表一个杂芳香族环）的共轭聚合物具有良好的热稳定性和成型性。具有式（I）循环单元的聚合物可以通过与胺或硫化氢反应进行改性，也可以通过掺杂电子疏导化合物或电子吸引化合物进行改性，以制备具有不同导电率的有机半导体或有机导体。
• Orbital Interactions in Ethynylpyridines
  作者：Siu Choon Ng、Igor Novak、Xiaomei You、Wei Huang

  DOI：10.1021/jp973090b

  日期：1998.2.1

  He I and He II photoelectron spectra of several isomeric ethynyl- and diethynylpyridines have been measured. The spectra were analyzed with the aid of empirical arguments: relative band intensities and comparison with spectra of related compounds (ethynylbenzenes), AMI calculations were also performed to confirm the assignment. We have deduced for the first time, solely on empirical grounds, the presence of orbital interactions between nitrogen lone pairs and in-plane pi-orbitals of the ethynyl group. Relative Lewis basicities are predicted and rationalized.
• Potts, Kevin T.; Horwitz, Colin P.; Fessak, Andrew, Journal of the American Chemical Society, 1993, vol. 115, # 22, p. 10444 - 10445
  作者：Potts, Kevin T.、Horwitz, Colin P.、Fessak, Andrew、Keshavarz-K, Majid、Nash, Karen E.、Toscano, Paul J.

  DOI：——

  日期：——
• 2,6-Bis(1-benzyl-1<i>H</i>-1,2,3-triazol-4-yl)pyridine and its octahedral copper complex
  作者：Paulraj Danielraj、Babu Varghese、S. Sankararaman

  DOI：10.1107/s010827011004223x

  日期：2010.12.15

  In the tridentate ligand 2,6-bis(1-benzyl-1H-1,2,3-triazol-4-yl)pyridine, C23H19N7, both sets of triazole N atoms are anti with respect to the pyridine N atom, while in the copper complex aqua[2,6-bis(1-benzyl-1H-1,2,3-triazol-4-yl) pyridine](pyridine)-(tetrafluoroborato)copper(II) tetrafluoroborate, [Cu(BF4)-(C5H5N)(C23H19N7)(H2O)] BF4, the triazole N atoms are in the syn-syn conformation. The coordination of the Cu-II atom is distorted octahedral. The ligand structure is stabilized through intermolecular C-H center dot center dot center dot N interactions, while the crystal structure of the Cu complex is stabilized through water-and BF4-mediated hydrogen bonds. Photoluminiscence studies of the ligand and complex show that the ligand is fluorescent due to triazole-pyridine conjugation, but that the fluorescence is quenched on complexation.
• Long‐range Through‐space Charge Transfer in a pH‐responsive Mixed Cyclophane of Pyridine and Teropyrene
  作者：Parisa Ghods Ghasemabadi、Zahra A. Tabasi、Parinaz Salari、Yuming Zhao、Graham J. Bodwell

  DOI：10.1002/chem.202302404

  日期：2023.12.6

  relationship: two aromatic systems do not need to inhabit the same space to maintain a meaningful connection, as evidenced by the long-range (>5 Å), through-space charge transfer that arises upon protonation of the pyridine unit in a mixed [3.3]cyclophane containing a rainbow-shaped teropyrene and a pyridine nested in its arc.

  长距离关系：两个芳香系统不需要位于同一空间来维持有意义的连接，这一点可以通过吡啶单元质子化时产生的长程（>5 Å）、穿过空间的电荷转移来证明。混合[3.3]环芳烷，含有彩虹形的teropyrene和嵌套在其弧中的吡啶。