2-(3,5-Dimethylpyrazol-1-yl)-6-(pyrazol-1-yl)pyridine | 123640-39-1

• 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-(3,5-Dimethylpyrazol-1-yl)-6-(pyrazol-1-yl)pyridine
• 英文别名: 2-(pyrazol-1-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine；2-(3,5-dimethyl-1-pyrazolyl)-6-(1-pyrazolyl)pyridine；2-(3,5-dimethyl-N-pyrazolyl)-6-(N-pyrazolyl)pyridine；mpp；2-(3,5-Dimethylpyrazol-1-yl)-6-pyrazol-1-ylpyridine
• CAS: 123640-39-1
• 化学式: C₁₃H₁₃N₅
• 分子量: 239.28
• InChiKey: HVNNLWXKTNSNBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 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：

  五羰基溴铼(I) 、 2-(3,5-Dimethylpyrazol-1-yl)-6-(pyrazol-1-yl)pyridine 以 苯 为溶剂， 以96%的产率得到tricarbonylbromo(2-(3,5-dimethylpyrazol-1-yl)(6-pyrazol-1-yl)pyridine)rhenium(I)
  参考文献：
  名称：

  Fluxional rhenium(I) tricarbonyl halide complexes of pyrazolylpyridine ligands. A detailed nuclear magnetic resonance investigation

  摘要：

  2,6-Bis(pyrazol-1-yl)pyridine (bppy) reacted with pentacarbonylhalogenorhenium(I) complexes under mild conditions to form stable octahedral complexes of type fac-[ReX(CO)3(bppy)] (X = Cl, Br or 1) in which bppy acts as a bidentate chelate ligand. In solution these tricarbonyl complexes are fluxional with bppy oscillating between equivalent bidentate bonding modes by a twist mechanism involving the breaking/making of two Re-N bonds. 2,6-Bis(3,5-dimethylpyrazol-1-yl)pyridine (tmbppy) and 2-(3,5-dimethylpyrazol-1-yl)-6-(pyrazol-1-yl)pyridine (dmbppy) formed analogous fluxional complexes. The 1,4-Re-N metallotropic shifts of [ReX(CO)3(dmbppy)] interconvert chemically distinct complexes with different solution populations. Under more severe reaction conditions the complex cis-[ReBr-(CO)2(tmbppy)] was formed in which the ligand adopts its more usual terdentate behaviour. Rates and activation energies of these 'tick-tock' twist fluxions have been investigated by one- and two-dimensional NMR methods. Activation energies are dependent on the relative donor strengths of the N atoms, with magnitudes of AG(double dagger) (298.15 K) being 55-56 (bppy), almost-equal-to 69 (dmbppy) and 70-77 kJ mol-1 (tmbppy).

  DOI：

  10.1039/dt9940001079
• 作为产物：
  描述：

  2,6-二溴吡啶 以 二乙二醇二甲醚 为溶剂， 反应 168.0h， 生成 2-(3,5-Dimethylpyrazol-1-yl)-6-(pyrazol-1-yl)pyridine
  参考文献：
  名称：

  2,6-bis(N-pyrazolyl)pyridines: the convenient synthesis of a family of planar tridentate N3 ligands that are terpyridine analogs

  摘要：

  DOI：

  10.1021/jo00304a007

文献信息

• Three new dinuclear silver(I) complexes derived from pyrazolyl type ligands
  作者：O. Atakol、H. Fuess、R. Kurtaran、A. Akay、C. Arici、Ü. Ergun、K. C. Emregül

  DOI：10.1007/s10973-006-7689-9

  日期：2007.11

  ligands derived from 2,6-dichlorpyroidine, pyrazol and 3,5-dimethylpyrazole and their silver complexes were prepared in methanol media. The complex structures were characterized using IR spectroscopy, X-ray diffraction and elemental analysis. X-ray studies showed the complexes to be dimeric in structure. The two nitrogen atoms of the ligand coordinated the first Ag(I) ion whereas the second Ag(I) ion

  在甲醇介质中制备了分别由2,6-二氯吡啶啉，吡唑和3,5-二甲基吡唑衍生的三种NNN型配体及其银配合物。使用红外光谱，X射线衍射和元素分析对复杂结构进行了表征。X射线研究表明复合物在结构上是二聚体。配体的两个氮原子与第一个Ag（I）离子配位，而第二个Ag（I）离子与第三个氮供体配位。硝酸盐结构在其氧原子与Ag（I）离子配位的过程中不是离子性的。观察到Ag（I）离子位于变形的四面体配位球中。热重研究表明，该复合物的分解类似于爆炸物。观察到分解温度随着结构中氢原子的增加而增加。
• Nickel(II) complexes prepared from NNN type ligands and pseudohalogens
  作者：F. Nazli Dınçer Kaya、Ingrid Svoboda、Orhan Atakol、Ümıt Ergun、Adnan Kenar、Musa Sari、Kaan C. Emregül

  DOI：10.1007/s10973-007-7709-4

  日期：2008.5

  Six nickel(II) complexes, using azide and thiocyanate ions, have been synthesized from bis-2,6(pyrazol-1-yl)pyridine (pp) and some methyl derivatives, 2-(3,5-dimethyl(pyrazol-1-yl)-6-(pyrazol-1-yl)pyridine (app) and bis-2,6(3,5-dimethyl(pyrazol-1-yl) pyridine (dmpp) in non-aqueous media. The complex structures were analyzed using elemental analysis, IR spectroscopy and thermogravimetry. Appropriate

  由双2,6（吡唑-1-基）吡啶（pp）和一些甲基衍生物2-（3,5-二甲基（吡唑-1）合成了六种使用叠氮化物和硫氰酸根离子的镍（II）配合物非水介质中的-yl）-6-（吡唑-1-基）吡啶（app）和双-2,6（3,5-二甲基（吡唑-1-基）吡啶（dmpp）。用元素分析，红外光谱和热重分析法进行了分析，制备了含有叠氮化物[Nipp（N 3）2 ]·MeOH（ I ）和硫氰酸盐[Nidmpp（SCN）2 ·MeOH]（ VI ）的合适的配合物晶体，并给出了分子结构使用X射线衍射确定的复杂 我 被看作是双核如文献中所述，空间群P2 1/ n ，单斜， a = 10.503， b = 10.681， c = 13.291Å， β= 106.56°， Z = 2，而复合物 VI 是单核的，空间群P2 1 / n ，单斜， a = 8.646， b = 12.614， c = 20.697Å，β= 97
• New Energetic Copper(II) Complexes With Pyrazolyl Type Ligands
  作者：Sevi Öz、Ingrid Svoboda、Raif Kurtaran、Mecit Aksu、Musa Sari、Melike Kunduraci、Orhan Atakol

  DOI：10.1002/zaac.201000276

  日期：2010.10.22

  and a molecular structure of this complex was obtained with X-ray diffraction method. Complexes were examined by thermogravimetry and differential scanning calorimetry methods. Thermal decomposition was observed in complexes including two azide groups similar to that seen in explosives. In the complexes containing one azide group, formation of the CuI complexes was observed after thermal decomposition

  九种 CuII 复合物 (I–IX) 包含叠氮离子和双-2,6-(吡唑-1-基)吡啶 (pp)、双-2,6-(吡唑-1-基)吡啶 (dmpp) 和2-(吡唑-1-基)-6-(3,5-二甲基吡唑-1-基)吡啶(mpp)是吡唑基吡啶的衍生物，在非水介质中制备。这些配合物通过元素分析和红外光谱表征。这些配合物[CumppClN3(VII)]之一的晶体被制备成合适的尺寸，并且该配合物的分子结构用X射线衍射法获得。通过热重法和差示扫描量热法检测配合物。在包含两个叠氮化物基团的复合物中观察到热分解，类似于炸药中所见。在含有一个叠氮基的配合物中，
• JAMESON, DONALD L.;GOLDSBY, KENNETH A., J. ORG. CHEM., 55,(1990) N7, C. 4992-4994
  作者：JAMESON, DONALD L.、GOLDSBY, KENNETH A.

  DOI：——

  日期：——
• Fluxional rhenium(<scp>I</scp>) tricarbonyl halide complexes of pyrazolylpyridine ligands. A detailed nuclear magnetic resonance investigation
  作者：Edward W. Abel、Kevin A. Hylands、Matthew D. Olsen、Keith G. Orrell、Anthony G. Osborne、Vladimir Šik、Gary N. Ward

  DOI：10.1039/dt9940001079

  日期：——

  2,6-Bis(pyrazol-1-yl)pyridine (bppy) reacted with pentacarbonylhalogenorhenium(I) complexes under mild conditions to form stable octahedral complexes of type fac-[ReX(CO)3(bppy)] (X = Cl, Br or 1) in which bppy acts as a bidentate chelate ligand. In solution these tricarbonyl complexes are fluxional with bppy oscillating between equivalent bidentate bonding modes by a twist mechanism involving the breaking/making of two Re-N bonds. 2,6-Bis(3,5-dimethylpyrazol-1-yl)pyridine (tmbppy) and 2-(3,5-dimethylpyrazol-1-yl)-6-(pyrazol-1-yl)pyridine (dmbppy) formed analogous fluxional complexes. The 1,4-Re-N metallotropic shifts of [ReX(CO)3(dmbppy)] interconvert chemically distinct complexes with different solution populations. Under more severe reaction conditions the complex cis-[ReBr-(CO)2(tmbppy)] was formed in which the ligand adopts its more usual terdentate behaviour. Rates and activation energies of these 'tick-tock' twist fluxions have been investigated by one- and two-dimensional NMR methods. Activation energies are dependent on the relative donor strengths of the N atoms, with magnitudes of AG(double dagger) (298.15 K) being 55-56 (bppy), almost-equal-to 69 (dmbppy) and 70-77 kJ mol-1 (tmbppy).