1,2-bis-(2-pyridyl)-acetylene | 49836-21-7

• 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: 1,2-bis-(2-pyridyl)-acetylene
• 英文别名: 2,4'-(1,2-ethynyl)bipyridine；2,4'-(1,2-ethynylbipyridine)；2,4'-ethynediyl-bis-pyridine；[2]pyridyl-[4]pyridyl-acetylene；(2-pyridyl)CC(4-pyridyl)；[2]Pyridyl-[4]pyridyl-acetylen；2-(2-Pyridin-4-ylethynyl)pyridine；2-(2-pyridin-4-ylethynyl)pyridine
• CAS: 49836-21-7
• 化学式: C₁₂H₈N₂
• 分子量: 180.209
• InChiKey: XHMHJIRSAVNKDU-UHFFFAOYSA-N

物化性质

• 熔点：
  69-70 °C
• 沸点：
  350.9±17.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis-(2-pyridyl)-acetylene 在 甲醇 、 palladium lead catalyst 作用下， 生成 2,4'-ethene-1,2-diyl-bis-pyridine
  参考文献：
  名称：

  Jerchel; Melloh, Justus Liebigs Annalen der Chemie, 1959, vol. 622, p. 53,56

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二溴-1-[2]吡啶基-2-[4]吡啶基-乙烷 在 氢氧化钾 作用下， 生成 1,2-bis-(2-pyridyl)-acetylene
  参考文献：
  名称：

  Jerchel; Melloh, Justus Liebigs Annalen der Chemie, 1959, vol. 622, p. 53,56

  摘要：

  DOI：

文献信息

• Two near-UV and visible chromophores of CpCo(Dithiolene) complexes with pyridinium-dicyanomethylide group
  作者：Mitsushiro Nomura、Mami Kanamori、Naoki Tateno、Chikako Fujita-Takayama、Toru Sugiyama、Masatsugu Kajitani

  DOI：10.1016/j.jorganchem.2010.07.011

  日期：2010.10

  Tetracyanoethylene oxide (TCNEO) reacted with [CpCo(dithiolene)] (Cp = η5-cyclopentadienyl) complexes having 4-pyridyl or 3-pyridyl group to undergo a dicyanomethylation to the nitrogen atom on the pyridyl group. The reaction of [CpCo(S2C2(4Py)2)] (1) with TCNEO formed both the monodicyanomethylated [CpCo(S2C2(4Py)(4Py–C(CN)2))] (1a) and bisdicyanomethylated [CpCo(S2C2(4Py–C(CN)2)2)] (1b). [CpCo(S2C2(2Py)(4Py))]

  四氰乙烯氧化物（TCNEO）与[CpCo（二硫）]（CP =反应 η 5具有4-吡啶基或3-吡啶基-环戊二烯基）配合物经过dicyanomethylation对吡啶基上的氮原子。[CpCo（S 2 C 2（4 Py）2）]（1）与TCNEO的反应形成了单二氰甲基化的[CpCo（S 2 C 2（4 Py）（4 Py–C（CN）2）））]（1a）和双双氰基甲基化[CpCo（S 2 C 2（4 Py–C（CN）2）2）]（1b）。[CpCo（S 2 C 2（2 Py）（4 Py））]（2）与TCNEO反应得到[CpCo（S 2 C 2（2 Py）（4 Py–C（CN）2））]（2a），但在2-吡啶基上没有发生二氰基甲基化。2与过量的TCNEO反应形成唯一的双氰基甲基化乙炔衍生物2 Py–C C–（4 Py–C（CN）2）（2c），然后解离CpCoS 2片段。单二氰甲基化[CpCo（S 2 C2（Ñ
• An anthraquinone-based Cu(I) cyclic trinuclear complex for photo-catalyzing C-C coupling reactions
  作者：Yu-Mei Wang、Kai-Ming Mo、Xiao Luo、Ri-Qin Xia、Jing-Yi Song、Guo-Hong Ning、Dan Li

  DOI：10.1007/s11426-023-1777-y

  日期：2023.12

  organic synthesis, yet remains highly challenging. In this article, an anthraquinone-based copper(I) cyclic trinuclear complex (1) was designed and it featured strong visible light absorption, high charge separation efficiency and photochemical properties. Complex 1 as a heterogeneous photocatalyst can efficiently catalyze homo-coupling of terminal alkynes and denitrification-oxidative coupling reaction

  开发低成本、强可见光吸收和高效率的过渡金属基光催化剂是先进有机合成的长期追求，但仍然极具挑战性。本文设计了一种蒽醌基铜(I)环状三核配合物( 1 )，其具有强可见光吸收、高电荷分离效率和光化学性质。配合物1作为一种非均相光催化剂，可以有效催化末端炔烃的自偶联反应以及肼基吡啶与末端炔烃之间的脱氮-氧化偶联反应，具有优异的产率（高达99%）、广泛的底物耐受性（27个实例）和优异的可重复使用性（高达10个实例）。在温和条件下进行循环而不损失性能）。
• Stereoselective Association of Binuclear Metallacycles in Coordination Polymers
  作者：Andrei N. Khlobystov、Matthew T. Brett、Alexander J. Blake、Neil R. Champness、Peter M. W. Gill、Darragh P. O'Neill、Simon J. Teat、Claire Wilson、Martin Schröder

  DOI：10.1021/ja029048y

  日期：2003.6.1

  A series of structurally related binuclear metallacycles [Cd(NO3)(2)L](2), where L is an angular exobidentate ligand, have been synthesized. Each metallacycle contains two coordinatively unsaturated, chiral metal centers within a single molecule, and the assembly of these metallacycles into polymeric framework structures has been studied systematically for the first time. Stereoselective homochiral association of [Cd(NO3)(2)L](2) leads to the formation of helical coordination polymers, whereas tneso type association results in nonhelical chain structures. The type of stereoselective aggregation depends on the conditions of self-assembly as well as on ligand functionality. Both helical and nonhelical polymeric complexes have been isolated for the metallacycle [Cd(NO3)(2)(2,4'-pyacph)](2) (2,4'-pyacph = 2,4'-(4-ethynylphenyl)bipyridyl). Homochiral association results in the formation of helical [Cd(NO3)](infinity) chains which link the binuclear [Cd(NO3)2(2,4'-pyacph)](2) metallacycles into racemic two-dimensional sheets which contain both P and M [Cd(NO3)](infinity) helices. In contrast, meso-association leads to the formation of nonhelical one-dimensional chains. It is shown that the product of homochiral association is predominately formed at room temperature and that of meso-association is generated at elevated temperatures. Thus, it may be concluded that the homochiral association appears to be energetically less favorable than the meso-association, a conclusion that has been confirmed by theoretical calculations of the crystal lattice energy. Several high-yield syntheses of bipyridyl-type ligands used for metallacyclic assembly are also reported.
• Jerchel; Melloh, Justus Liebigs Annalen der Chemie, 1959, vol. 622, p. 53,56
  作者：Jerchel、Melloh

  DOI：——

  日期：——