2,6-bis(1-methylpyrazol-3-yl)pyridine | 1240464-27-0

• 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: 2,6-bis(1-methylpyrazol-3-yl)pyridine
• 英文别名: 2,6-bis(1-methyl-1H-pyrazol-3-yl)pyridine；2,6-di(1-methylpyrazol-3-yl)pyridine；2,6-Bis(1-methylpyrazol-3-yl)pyridine
• CAS: 1240464-27-0
• 化学式: C₁₃H₁₃N₅
• 分子量: 239.28
• InChiKey: UCPRUKCFMXMUHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  48.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(l) iodide 、 2,6-bis(1-methylpyrazol-3-yl)pyridine 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 以94%的产率得到[(2,6-bis(1-methyl-1H-pyrazol-3-yl)pyridine)Cu(μ-I)]2
  参考文献：
  名称：

  [(bmppy)Cu(μ-I)]2 (bmppy = 2,6-bis(1-methyl-1H-pyrazol-3-yl)pyridine): Synthesis, crystal structure and its catalytic performance for MMA polymerization

  摘要：

  Reaction of CuI with equimolar amount of 2,6-bis(1-methyl-1H-pyrazol-3-yl)pyridine (bmppy) in MeCN and CH2Cl2 yielded a binuclear complex [(bmppy)Cu(mu-I)](2) (1). It was characterized by elemental analysis, IR, H-1 NMR and single crystal X-ray diffraction. Complex 1 possesses an iodide-bridged dimeric structure in which each Cu(l) center is tetrahedrally coordinated by two mu-I and two N atoms from one bmppy ligand. Complex 1 exhibited good catalytic performance in the polymerization of methyl methacrylate (MMA) in cyclohexanone. Even though the ratio of MMA to 1 was raised up to 1000:1 when the reaction time and temperature and the MMA concentration were fixed at 4 h and 80 degrees C and 3 mol/L, respectively, the polydispersity index (PDI) for the resulting PMMA is close to 1.36 and the conversion is up to 75%. In addition, the effects of solvents, reaction temperatures as well as the ratios of MMA to catalyst 1 were also investigated. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.05.012
• 作为产物：
  描述：

  2,6-bis(pyrazol-3-yl)pyridine 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以60%的产率得到2,6-bis(1-methylpyrazol-3-yl)pyridine
  参考文献：
  名称：

  发光的两亲性2,6-双（1-烷基吡唑-3-基）吡啶基铂（II）配合物：合成，表征，电化学，光物理和朗缪尔-布洛杰特成膜研究

  摘要：

  两个系列的新型铂（II）的2,6-双（1- alkylpyrazol -3-基）吡啶基（N5C Ñ）络合物，[PT（N5C Ñ）CL] [X]（1 - 9）和[铂（N5C ñ）（CCR）] [X]（10 - 13）（X =三氟甲磺酸酯（OTF）或PF 6 ; R = C 6 H ^ 5，C 6 H ^ 4 - p -CF 3和C 6 H ^ 4 - p ‐N（碳6 H 5）2），已经成功地合成并表征了具有不同链长的吡唑基单元氮原子上的烷基。已经研究了它们的电化学和光物理性质。它们的某些分子结构也已通过X射线晶体学确定。两个两亲性铂（II）2,6-双（1- tetradecylpyrazol -3-基）吡啶基（N5C14）络合物，[PT（N5C14）CL] PF 6（7）和[PT（N5C14）（CCC 6 ħ 5）] PF 6（13）被发现在空气-水界面处形成稳定且可复制的Langmui

  DOI：

  10.1002/chem.201000210

文献信息

• Homoleptic versus Heteroleptic Formation of Mononuclear Fe(II) Complexes with Tris-Imine Ligands
  作者：Leoní A. Barrios、Carlos Bartual-Murgui、Eugènia Peyrecave-Lleixà、Boris Le Guennic、Simon J. Teat、Olivier Roubeau、Guillem Aromí

  DOI：10.1021/acs.inorgchem.5b02058

  日期：2016.5.2

  a marked tendency of Fe(II) to form heteroleptic [Fe(L)(L′)](ClO4)2 complexes from pairs of chelating tris-imine 3bpp, tpy, or 2bbp ligands. New synthetic avenues for spin crossover research become thus available, here illustrated with three new heteroleptic compounds with differing magnetic behaviors: [Fe(H4L1)(Cl-tpy)](ClO4)2·C3H6O (1), [Fe(H2L3)(Me3bpp)](ClO4)2·C3H6O (2), [Fe(H4L1)(2bbp)](ClO4)2·3C3H6O

  我们显示出Fe（II）从螯合的三亚胺3bpp，tpy或2bbp配体对形成杂合[Fe（L）（L'）]（ClO 4）2复合物的明显趋势。从而出现了用于自旋交叉研究的新合成途径，在此用三种具有不同磁行为的新型杂合化合物进行说明：[Fe（H 4 L1）（Cl-tpy）]（ClO 4）2 ·C 3 H 6 O（1） ，[Fe（H 2 L3）（Me3bpp）]（ClO 4）2 ·C 3 H 6 O（2），[Fe（H 4 L1）（2bbp）]（ClO 4）2·3C 3 H 6 O（3）。结构研究表明，磁化率测量结果证实了1处于最高350 K的低自旋（LS）状态，而络合物2和3则低至2 K的高自旋（HS）状态。 。暴露于大气中时，后者会显示出每个复合物释放出三个丙酮分子，通过单分子转化为无溶剂的类似物[Fe（H 4 L1）（2bbp）]（ClO 4）2（3a）。晶体到单晶的转变。此来宾挤出过程伴随有从HS到LS的旋转开关。
• Modulating the Magnetic Properties of Copper(II)/Nitroxyl Heterospin Complexes by Suppression of the Jahn–Teller Distortion
  作者：Sam Greatorex、Sergey V. Fokin、Rafal Kulmaczewski、Mihoko Yamada、Oscar Cespedes、Nobuto Yoshinari、Takumi Konno、Stephen Sproules、Victor I. Ovcharenko、Malcolm A. Halcrow

  DOI：10.1021/acs.inorgchem.0c01345

  日期：2020.7.6

  [Cu(L)L1][BF4]2 (L1 = 2,6-bis1-oxyl-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-2-yl}pyridine) complexes are reported. Ferromagnetic coupling between the Cu and L1 ligand spins is enhanced by an L coligand with distal methyl substituents, which is attributed to a sterically induced suppression of its Jahn–Teller distortion.

  一系列六坐标的[Cu（L）L 1 ] [BF 4 ] 2（L 1 = 2,6-双1-氧基-4,4,5,5-四甲基-4,5-二氢-1报道了H-咪唑-2-基}吡啶）配合物。带有末端甲基取代基的大肠菌素增强了Cu和L 1配体自旋之间的铁磁耦合，这归因于空间诱导的Jahn-Teller畸变抑制。
• Iron(II) complexes of 2,6-di(1-alkylpyrazol-3-yl)pyridine derivatives – The influence of distal substituents on the spin state of the iron centre
  作者：Thomas D. Roberts、Marc A. Little、Laurence J. Kershaw Cook、Simon A. Barrett、Floriana Tuna、Malcolm A. Halcrow

  DOI：10.1016/j.poly.2013.01.057

  日期：2013.11

  2,6-Di(1-methyl-pyrazol-3-yl)pyridine (L-Me), 2,6-di(1-allyl-pyrazol-3-yl)pyridine (L-All), 2,6-di(1-benzylpyrazol-3-yl)pyridine (L-Bz) and di(1-isopropyl-pyrazol-3-yl)pyridine (L-iPr) have been synthesized by alkylation of deprotonated di1H-pyrazol-3-yl}pyridine (3-bpp), and converted to salts of the corresponding [Fe(L-R)(2)](2+) complexes (R = Me, All, Bz and iPr). Crystal structures of [Fe(L-Me)(2)]X-2 (X- = BF4-, ClO4- and PF6-), [Fe(L-All)(2)][BF4](2), [Fe(L-Bz)(2)][BF4](2) and [Fe(L-iPr)(2)][PF6](2) have been determined at 150 K. All of these contain high-spin iron centres except [Fe(L-Me)(2)][BF4](2)center dot xH(2)O, which is predominantly low-spin at that temperature. All the complexes are high-spin between 5 and 300 K as solvent-free bulk powders, and are also high-spin in (CD3)(2)CO solution between 193 and 293 K. This was unexpected, since the parent complex [Fe(3-bpp)(2)](2+) undergoes spin-crossover in the same solvent with T-1/2 = 247 K [40]. The high-spin nature of the [Fe(L-R)(2)](2+) complexes in solution must reflect a subtle balance of steric and electronic factors involving the ligand 'R' substituents. (C) 2013 Elsevier Ltd. All rights reserved.