3,5-bis(6-methylpyridyl-2-yl)pyrazole | 132839-11-3

• 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: 3,5-bis(6-methylpyridyl-2-yl)pyrazole
• 英文别名: 2,2-(1H-pyrazole-3,5-diyl)bis(6-methylpyridine)；3,5-bis-(6-methyl-2-pyridyl)-pyrazole；6,6'-Me2dppzH；2,2'-(1H-Pyrazole-3,5-diyl)bis(6-methylpyridine)；2-methyl-6-[3-(6-methylpyridin-2-yl)-1H-pyrazol-5-yl]pyridine
• CAS: 132839-11-3
• 化学式: C₁₅H₁₄N₄
• 分子量: 250.303
• InChiKey: OXQXPJSDWWMAGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis(6-methylpyridyl-2-yl)pyrazole 以 乙醇 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Mixed bridged, dinuclear copper(II) complexes with dinucleating, pyrazole derived ligands

  摘要：

  Mixed mu-OH or mu-halide, mu-pyrazolato dinuclear copper(II) complexes of 3,5-bis(pyridin-2-yl)pyrazole (HL), 3-(6-methylpyridin-2-yl)-5-(pyridin-2-yl)pyrazole (HL1) and 3,5-bis(6-methylpyridin-2-yl)pyrazole (HL2) have been synthesized and characterized. Their spectral and magnetic behaviour are also reported. The mu-OH compounds behave as a Curie-Weiss paramagnet, while the mu-halide complexes exhibit strong antiferromagnetic interactions.

  DOI：

  10.1016/s0020-1693(00)85117-8
• 作为产物：
  描述：

  6-甲基-2-吡啶甲酸甲酯 在 sodium ethanolate 、 肼 作用下， 以 乙醇 、 乙酸乙酯 、 甲苯 为溶剂， 生成 3,5-bis(6-methylpyridyl-2-yl)pyrazole
  参考文献：
  名称：

  二合一的Pincer配体及其Diiron（II）配合物通过可逆配体交换显示溶液中的自旋态转换

  摘要：

  合成了一种新颖的吡唑基桥联配体，提供了两个{PNN}钳型隔室。它的二铁（II）配合物LFe 2（OTf）3（CH 3 CN）（1 ; Tf =三氟甲磺酸盐）固态具有两个桥接的三氟甲磺酸盐配体，末端三氟甲磺酸盐和MeCN配体完成了八面体的配体两种高自旋金属离子。在MeCN解决方案中，显示1在冷却后经历了连续，可逆且完全自旋转变为低自旋状态。详细的UV / Vis和19F NMR光谱研究以及磁测量结果表明，自旋状态转换与快速多步三氟甲磺酸酯/ MeCN配体交换平衡相关。通过改变溶液中三氟甲磺酸酯的浓度，可以连续调节自旋转变温度。

  DOI：

  10.1002/anie.201408966

文献信息

• Dinuclear μ-pyrazole nickel(II), cobalt(II), cadmium(II) and zinc(II) complexes with dinucleating pyrazole-derived ligands
  作者：J. Pons、X. López、E. Benet、J. Casabó、F. Teixidor、F.J. Sánchez

  DOI：10.1016/s0277-5387(00)84188-1

  日期：1990.1
• Monometallic and Dimetallic Ruthenium(II)−Terpyridine Complexes Employing the Tetradentate Ligands Dipyridylpyrazolyl, Dipyridyloxadiazole, and Their Dimethyl Derivatives
  作者：Vincent J. Catalano、Tegan J. Craig

  DOI：10.1021/ic020489s

  日期：2003.1.1

  The tetradentate ligands, 2,2'-(1H-pyrazole-3,5-diyl)bis(4-methylpyridine) (4,4'-Me(2)dppzH), 2,2'-(1H-pyrazole-3,5-diyl)bis(6-methylpyridine) (6,6'-Me(2)dppzH), 3,5-di(pyrid-2-yl)pyrazole (dppzH), and dipyridyloxadiazole (dpo) react with either Ru(trpy)Cl-3 or trans-Ru(trpy)Cl-2(NCCH3), where trpy is 2,2',2"-terpyridine, to form a variety of Ru(II) complexes. Among these are the symmetrical chloro-bridged Ru(II) dimer and the "in" and "out" geometric isomers of the monometallic Ru(II) containing species where "in" and "out" refer to the orientation of the Ru-Cl vector relative to the centroid of the ligand backbone. Thirteen complexes were prepared and painstakingly purified by. careful recrystallization and/or exhaustive column chromatography. These complexes were characterized by H-1 and C-13 NMR, electronic absorption, and infrared spectroscopy. Additionally, [Ru-2(trpy)(2)(6,6'-Me(2)dppz)mu-Cl](BF4)(2) (3b(BF4)(2)), [Ru-2(trpy)(2)(4,4'-Me(2)dppz)mu-Cl](PF6)(2).0.5MeOH (3c), [Ru-2(trpy)(2)(6,6'-Me(2)dppz)(CH2C(O)CH3)](PF6)(2.) 0.5(CH3)(2)CO (9b), "in"-[Ru(trpy)(4,4'-Me(2)dppz)Cl](PF6).(CH3)(2)CO (1c), and "out"-[Ru(trpy)(dpo)Cl](PF6).(CH3)(2)CO (2d) were characterized by X-ray crystallography. Several ligand substitution reactions were attempted. For example, [Ru-2(trpy)(2)(6,6'-Me(2)dppz)mu-Cl](BF4)(2) (3b) was reacted with hydroxide ion to produce [Ru-2(trpy)(2)(6,6'-Me(2)dppz)mu-OH](PF6)(2) (6b). Complex 6b reacts with benzyl bromide to produce [Ru-2(trpy)(2)(6,6'-Me(2)dppz)mu-Br](PF6)(2) (7b) or with (CH3)(3)Sil to produce [Ru-2(trpy)(2)(6,6'-Me(2)dppz)mu-l](PF6)(2) (8b). Reaction of 6b with acetone forms the methyl enolate complex [Ru-2(trpy)2(6,6'-Me(2)dppz)(CH2COCH3)](PF6)(2) (9b) while, analogously to a Cannizarro reaction, the reaction with benzaldehyde forms the bridging benzoate complex [Ru-2(trpy)(2)(6,6'-Me(2)dppz)(C6H4CO2)](PF6)(2) (11b). The bridging azide complex [Ru-2(trpy)(2)(6,6'-Me(2)dppz)mu-N-3](PF6)(2) (10b) is formed by reaction of 6b with (CH3)(3)-SiN3. Additionally, the chloride ligands of the monometallic complexes of "in"-[Ru(trpy)(dpo)Cl](PF6) (1d), "in"-[Ru(trpy)(4,4'-Me(2)dpo)Cl](PF6) (1e), and "out"-[Ru(trpy)(dpo)Cl](PF6) (2d) were substituted with water to form their respective aqua complexes, 4d, 4e, and 5d. All of the complexes exhibit broad unsymmetrical absorption bands in the visible portion of the electromagnetic spectrum. The dimetallic complexes 3b and 3c exhibit two, 1e(-) reversible oxidation waves at +072 and +1.15 V, and at +0.64 and +1.13 V, respectively. These complexes were not emissive.
• A Two-in-one Pincer Ligand and its Diiron(II) Complex Showing Spin State Switching in Solution through Reversible Ligand Exchange
  作者：Subhas Samanta、Serhiy Demesko、Sebastian Dechert、Franc Meyer

  DOI：10.1002/anie.201408966

  日期：2014.11.20

  A novel pyrazolate‐bridged ligand providing two PNN} pincer‐type compartments has been synthesized. Its diiron(II) complex LFe2(OTf)3(CH3CN) (1; Tf=triflate) features, in solid state, two bridging triflate ligands, with a terminal triflate and a MeCN ligand completing the octahedral coordination spheres of the two high‐spin metal ions. In MeCN solution, 1 is shown to undergo a sequential, reversible

  合成了一种新颖的吡唑基桥联配体，提供了两个PNN}钳型隔室。它的二铁（II）配合物LFe 2（OTf）3（CH 3 CN）（1 ; Tf =三氟甲磺酸盐）固态具有两个桥接的三氟甲磺酸盐配体，末端三氟甲磺酸盐和MeCN配体完成了八面体的配体两种高自旋金属离子。在MeCN解决方案中，显示1在冷却后经历了连续，可逆且完全自旋转变为低自旋状态。详细的UV / Vis和19F NMR光谱研究以及磁测量结果表明，自旋状态转换与快速多步三氟甲磺酸酯/ MeCN配体交换平衡相关。通过改变溶液中三氟甲磺酸酯的浓度，可以连续调节自旋转变温度。
• Mixed bridged, dinuclear copper(II) complexes with dinucleating, pyrazole derived ligands
  作者：J. Pons、F.J. Sánchez、A. Labarta、J. Casabó、F. Teixidor、A. Caubet

  DOI：10.1016/s0020-1693(00)85117-8

  日期：1993.6

  Mixed mu-OH or mu-halide, mu-pyrazolato dinuclear copper(II) complexes of 3,5-bis(pyridin-2-yl)pyrazole (HL), 3-(6-methylpyridin-2-yl)-5-(pyridin-2-yl)pyrazole (HL1) and 3,5-bis(6-methylpyridin-2-yl)pyrazole (HL2) have been synthesized and characterized. Their spectral and magnetic behaviour are also reported. The mu-OH compounds behave as a Curie-Weiss paramagnet, while the mu-halide complexes exhibit strong antiferromagnetic interactions.