2,6-bis(2-pyridylethynyl)pyridine | 151333-61-8

• 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: 2,6-bis(2-pyridylethynyl)pyridine
• 英文别名: 2,6-Bis[2-(2-pyridinyl)ethynyl]pyridine；2,6-bis(2-pyridin-2-ylethynyl)pyridine
• CAS: 151333-61-8
• 化学式: C₁₉H₁₁N₃
• 分子量: 281.316
• InChiKey: BQDSUKVHIMFPOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 2,6-bis(2-pyridylethynyl)pyridine 以 甲醇 为溶剂， 以>90的产率得到
  参考文献：
  名称：

  Potts, Kevin T.; Horwitz, Colin P.; Fessak, Andrew, Journal of the American Chemical Society, 1993, vol. 115, # 22, p. 10444 - 10445

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二溴吡啶 、 2-乙炔基吡啶 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二乙胺 作用下， 反应 10.0h， 以40%的产率得到2,6-bis(2-pyridylethynyl)pyridine
  参考文献：
  名称：

  Molecular Recognition of .beta.-Ribofuranosides by Synthetic Polypyridine-Macrocyclic Receptors

  摘要：

  Artificial ribofuranoside receptors were designed and synthesized. The design of the polypyridine-macrocyclic receptors was based on the multipoint hydrogen bond complementarity between the receptors and methyl beta-D-ribofuranoside. The binding affinity of the receptors for the ribofuranoside in CDCl3 was very high (up to K-a = 5.2 x 10(3) M(-1)), so that even native ribose was extracted by them into such nonpolar solvents. Selective extraction of ribose by the receptors\was observed: the extractabilities, or affinities to the receptors of various pentoses and hexoses decreased in the following order: ribose > deoxyribose congruent to lxyose congruent to xylose > fructose > arabinose > glucose congruent to mannose congruent to galactose. The selectivity is governed by the OH direction and the whole size of the sugars as well as their shapes. Furthermore, fluorescence emission of the receptors was largely enhanced in the presence of methyl beta-D-ribofuranoside or ribose, and the degree for the fluorescence enhancement by the addition of various sugars was almost compatible with that of the extractabilities. The polypyridine-macrocycles represent rationally designed multifunctional artificial receptors for ribofuranosides.

  DOI：

  10.1021/ja00155a006

文献信息

• Conformational control through co-operative nonconventional C—H...N hydrogen bonds
  作者：Eric Bosch、Nathan P. Bowling、Shalisa M. Oburn

  DOI：10.1107/s2053229621007427

  日期：2021.8.1

  We report the design, synthesis, and crystal structure of a conjugated aryleneethynyl molecule, 2-(2-4,5-dimethoxy-2-[2-(2,3,4-trifluorophenyl)ethynyl]phenyl}ethynyl)-6-[2-(pyridin-2-yl)ethynyl]pyridine, C30H17F3N2O2, that adopts a planar rhombus conformation in the solid state. The molecule crystallizes in the space group P, with Z = 2, and features two intramolecular sp2-C—H…N hydrogen bonds that

  我们报告了共轭亚芳基乙炔基分子 2-(2-4,5-二甲氧基-2-[2-(2,3,4-三氟苯基)乙炔基]苯基}乙炔基)-6 的设计、合成和晶体结构-[2-(pyridin-2-yl)ethynyl]吡啶，C 30 H 17 F 3 N 2 O 2，在固态时采用平面菱形构象。分子在空间群P 中结晶，Z = 2，并具有两个分子内sp 2-C-H…N 氢键，共同将芳基乙炔分子保持在菱形构象中。由于 H 原子位于三氟苯环上并且 H…N 距离为 2.470 (16) 和 2.646 (16) Å，C—H…N 角为 161.7 (2) 和 164.7 (2 )°，分别。分子静电势计算支持与三氟苯基部分形成 C-H…N 氢键。Hirshfeld 表面分析确定了相邻 1,2-二甲氧基苯链段之间的自互补 C-H…O 二聚体相互作用，这在包含该部分的结构中很常见。
• 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：——
• Molecular Recognition of .beta.-Ribofuranosides by Synthetic Polypyridine-Macrocyclic Receptors
  作者：Masahiko Inouye、Toshiyuki Miyake、Masaru Furusyo、Hiroyuki Nakazumi

  DOI：10.1021/ja00155a006

  日期：1995.12

  Artificial ribofuranoside receptors were designed and synthesized. The design of the polypyridine-macrocyclic receptors was based on the multipoint hydrogen bond complementarity between the receptors and methyl beta-D-ribofuranoside. The binding affinity of the receptors for the ribofuranoside in CDCl3 was very high (up to K-a = 5.2 x 10(3) M(-1)), so that even native ribose was extracted by them into such nonpolar solvents. Selective extraction of ribose by the receptors\was observed: the extractabilities, or affinities to the receptors of various pentoses and hexoses decreased in the following order: ribose > deoxyribose congruent to lxyose congruent to xylose > fructose > arabinose > glucose congruent to mannose congruent to galactose. The selectivity is governed by the OH direction and the whole size of the sugars as well as their shapes. Furthermore, fluorescence emission of the receptors was largely enhanced in the presence of methyl beta-D-ribofuranoside or ribose, and the degree for the fluorescence enhancement by the addition of various sugars was almost compatible with that of the extractabilities. The polypyridine-macrocycles represent rationally designed multifunctional artificial receptors for ribofuranosides.