2,6-二(3,5-二甲基吡唑-1-基)吡啶 | 123640-40-4

• 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
• 中文名称: 2,6-二(3,5-二甲基吡唑-1-基)吡啶
• 英文名称: 2,6-bis(3,5-dimethylpyrazol-1-yl)pyridine
• 英文别名: 2,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)pyridine；2,6-bis(3,5-dimethyl-N-pyrazolyl)pyridine；bis-2,6 (3,5-dimethylpyrazol-1-yl)pyridine；Pyridine, 2,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)-
• CAS: 123640-40-4
• 化学式: C₁₅H₁₇N₅
• 分子量: 267.333
• InChiKey: NUSDWFJXOBDGNV-UHFFFAOYSA-N

物化性质

• 熔点：
  106 °C
• 沸点：
  440.1±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  五羰基氯铼(I) 、 2,6-二(3,5-二甲基吡唑-1-基)吡啶 以 苯 为溶剂， 以85%的产率得到fac-tricarbonylchloro(2,6-bis(3,5-dimethylpyrazol-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：

  2,6-二氟吡啶 在 三氟乙酸 、 肼 作用下， 反应 18.0h， 生成 2,6-二(3,5-二甲基吡唑-1-基)吡啶
  参考文献：
  名称：

  Synthesis and characterization of 2,6-bis-hydrazinopyridine, and its conversion to 2,6-bis-pyrazolylpyridines

  摘要：

  2,6-Bis-hydrazinopyridine has been prepared and characterized for the first time. This material is useful for the preparation of a wide variety of 2,6-bis-pyrazolylpyridines. This approach represents the most efficient preparation to date of sterically crowded 2,6-bispyrazolylpyridines, and the only method for the preparation of pyrazolylpyridines containing unsymmetrically 3',5'-disubstituted pyrazoles with the larger groups in the 5' positions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.01.086

文献信息

• Structural, kinetic, and DFT studies of the transfer hydrogenation of ketones mediated by (pyrazole)pyridine iron(<scp>ii</scp>) and nickel(<scp>ii</scp>) complexes
  作者：Makhosazane N. Magubane、George S. Nyamato、Stephen O. Ojwach、Orde Q. Munro

  DOI：10.1039/c6ra12788f

  日期：——

  A series of iron(II) and nickel(II) complexes chelated by 2-pyrazolyl(methyl)pyridine (L1), 2,6-bis(pyrazolylmethyl)pyridine (L2), and 2,6-bis(pyrazolyl)pyridine (L3) ligands have been investigated as transfer hydrogenation (TH) catalysts for a range of ketones....

  一系列由2-吡唑基（甲基）吡啶（L1），2,6-双（吡唑基甲基）吡啶（L2）和2,6-双（吡唑基）吡啶（已经研究了L3）配体作为一系列酮的转移加氢（TH）催化剂。
• Synthesis, characterization, and butadiene polymerization of iron(III), iron(II) and cobalt(II) chlorides bearing 2,6-bis(2-benzimidazolyl)pyridyl or 2,6-bis(pyrazol)pyridine ligand
  作者：Dirong Gong、Xiaoyu Jia、Baolin Wang、Xuequan Zhang、Liansheng Jiang

  DOI：10.1016/j.jorganchem.2011.11.025

  日期：2012.4

  and iron(II) (3c*DMF) complexes adopt a distorted octahedral configuration with the equatorial plane formed by the three nitrogen atoms and one chlorine atom, while the iron(II) (3a, 3b and 4a) and cobalt complexes (5a, 5b, 5c and 6c) adopt a trigonal bipyramidal configuration with the equatorial plane formed by the pyridyl nitrogen atoms and the two chlorine atoms. All complexes are evaluated as precursors

  带有中性N，N，N三齿配体的铁（III），铁（II）和钴（II）配合物（Fe（III）L1，1a ; Fe（III）L2，1b ; Fe（III）L3，1c ;的Fe（III）L4，图2a的Fe（III）L5，2B的Fe（III）L6，2C的Fe（II）L1，图3a的Fe（II）L2，3b中的Fe（II）L3，3c中的Fe（ II）L4，图4a的Fe（II）L5，4b中的Fe（II）L6，4C ; COL1，5A ; COL2，5B ; COL3，5C ; COL5，6B和COL6，图6c）已经从金属氯化物合成（的FeCl 3，的FeCl2 ·4H 2 O或CoCl 2），方法是处理相应的配体（2,6-双（苯并咪唑-2-基）吡啶，L1； 2,6-双（1'-乙基苯并咪唑-2'-基）吡啶，L2； 2,6-双（1'-苄基苯并咪唑-2'-基）吡啶L3； 2,6-双（吡唑）吡啶L4； 2,6-双（3-甲基吡唑）吡啶L5或2
• Trans-1,4 selective polymerization of 1,3-butadiene with symmetry pincer chromium complexes activated by MMAO
  作者：Dirong Gong、Xiaoyu Jia、Baolin Wang、Xuequan Zhang、Kuo-Wei Huang

  DOI：10.1016/j.jorganchem.2014.05.018

  日期：2014.9

  Tridentate chromium complexes (Cr1–Cr7) incorporated with symmetrical pincer ligand bis(arylimino)pyridine and bis(pyrzaolyl)pyridine have been synthesized and characterized by elemental analyis, FT-IR as well as ESI-MS. X-ray diffraction reveals solids-state structures of Cr2, Cr4 and Cr6 all adopt pseudo-octahedral coordination environment with respect to metal center. All complexes have been tested

  通过元素分析，FT-IR和ESI-MS合成并表征了三齿铬配合物（Cr1 - Cr7），该配合物与对称的钳位配体双（芳基氨基）吡啶和双（吡唑基）吡啶结合。X射线衍射显示Cr2，Cr4和Cr6的固态结构相对于金属中心均采用伪八面体配位环境。在各种聚合条件下，所有配合物均已在丁二烯的立体调节聚合中进行了测试。该反式-1,4-和顺发现所得聚合物的-1，4链取决于配体的结构和所用活化剂的量。在最佳条件下，自由邻位取代的Cr催化剂Cr1，Cr3，Cr4和Cr6能够引发高反式-1,4选择性（反式-1,4：89.2％-92.0％），且聚合物的收率高（71.5％- 78.0％），而具有邻位烷基Cr2，Cr5和Cr7的对应物具有适度的聚合物收率的混合选择性。还通过共轭二烯聚合机理阐明了配体的空间效应和MMAO的量对催化性能，特别是立体选择性和聚合物产率的影响。
• Synthesis, characterization, and cycloaddition reaction studies of zinc(II) acetate complexes containing 2,6-bis(pyrazol-1-yl)pyridine and 2,6-bis(3,5-dimethylpyrazol-1-yl)pyridine ligands
  作者：Min Seok Shin、Beom Jin Oh、Ji Yeon Ryu、Myung Hwan Park、Min Kim、Junseong Lee、Youngjo Kim

  DOI：10.1016/j.poly.2016.10.005

  日期：2017.3

  Abstract The complexes [Py(Pz)2]Zn(OC( O)Me)2 (1) and [Py(Me2Pz)2]Zn(OC( O)Me)2 (2), where ligands Py(Pz)2 and Py(Me2Pz)2 are tridentate 2,6-bis(pyrazol-1-yl)pyridine and 2,6-bis(3,5-dimethylpyrazol-1-yl)pyridine, respectively, have been synthesized and characterized. The single crystal X-ray diffraction analysis confirmed compound 2 to be monomeric with six-coordinate zinc center. In addition to tridentate

  摘要配合物[Py（Pz）2] Zn（OC（O）Me）2（1）和[Py（Me2Pz）2] Zn（OC（O）Me）2（2），其中配体Py（Pz）2 Py（Me2Pz）2和Py（Me2Pz）2分别是三齿的2,6-双（吡唑-1-基）吡啶和2,6-双（3,5-二甲基吡唑-1-基）吡啶。单晶X射线衍射分析证实化合物2为具有六坐标锌中心的单体。除三齿配体Py（Me2Pz）2外，κ1乙酸酯和κ2乙酸酯配体都连接到2中的锌金属原子上。合成的配合物1和2用作在存在CO2和环氧化物之间进行环加成反应的有效催化剂在75°C，10 bar CO2压力，0.1 mol％催化剂负载和24 h的条件下，制备多种助催化剂，例如n-Bu4PBr，n-Bu4NI，n-Bu4NBr，n-Bu4NCl，PPNCl和DMAP。反应温度，二氧化碳压力，本研究中使用的催化剂和催化剂的负载率比其他报道的锌基催化剂的条件要温和一些。此外，1
• A Luminescent Platinum(II) 2,6-Bis(<i>N</i>-pyrazolyl)pyridine Complex
  作者：Stuart A. Willison、Hershel Jude、Ryan M. Antonelli、Jeffrey M. Rennekamp、Nathan A. Eckert、Jeanette A. Krause Bauer、William B. Connick

  DOI：10.1021/ic035066k

  日期：2004.4.1

  bpp derivatives were determined by X-ray crystallography. [Pt(bpp)Cl]Cl.2H(2)O: monoclinic, P2(1)/n, a = 11.3218(5) A, b = 6.7716(3) A, c = 20.6501(6) A, beta = 105.883(2) degrees, V = 1522.73(11) A(3), Z = 4. The square planar cations stack in a head-to-tail fashion to form a linear chain structure with alternating Pt...Pt distances of 3.39 and 3.41 A. [Pt(bpp)(Ph)](PF(6)).CH(3)CN: triclinic, P, a

  制备了具有铂配位的三齿配体2,6-双（N-吡唑基）吡啶（bpp）和2,6-双（3,5-二甲基-N-吡唑基）吡啶（bdmpp）的四种铂（II）阳离子配合物）：[Pt（bpp）Cl] Cl.H（2）O；[Pt（bdmpp）Cl] Cl.H（2）O; [Pt（bpp）（Ph）]（PF（6））；[Pt（bdmpp）（Ph）]（PF（6））。通过（1）NMR谱，元素分析和质谱对复合物进行表征，并通过X射线晶体学测定bpp衍生物的结构。[Pt（bpp）Cl] Cl.2H（2）O：单斜晶系，P2（1）/ n，a = 11.3218（5）A，b = 6.7716（3）A，c = 20.6501（6）A，β= 105.883（2）度，V = 1522.73（11）A（3），Z =4。正方形平面阳离子以头对尾的方式堆叠以形成线性链结构，其交替的Pt ... Pt距离为3.39和3.41A。[Pt（bpp）（P