2-methyl-6-(5-phenyl-1H-pyrazol-3-yl)pyridine | 284490-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-methyl-6-(5-phenyl-1H-pyrazol-3-yl)pyridine
• 英文别名: 2-methyl-6-(3-phenyl-1H-pyrazol-5-yl)pyridine
• CAS: 284490-39-7
• 化学式: C₁₅H₁₃N₃
• 分子量: 235.288
• InChiKey: YDYWFQJXDWRVKU-UHFFFAOYSA-N

物化性质

• 沸点：
  446.0±40.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-6-(5-phenyl-1H-pyrazol-3-yl)pyridine 在 1,4-双-三甲基硅基-1,4-二氢-二嗪 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  质子反应性配体通过硝酸盐脱氧成为用于多底物组装的双金属连接体

  摘要：

  将二齿吡唑基吡啶配体（HL）安装在二价镍上，得到[（HL）2 Ni（NO 3）] NO 3。该化合物与双硅烷化的杂环1,4,4-双-（三甲基甲硅烷基）-1,4-重氮-2,5-环己二烯（TMS 2 Pz）反应，以同时还原其中一个硝酸盐配体并使一个HL脱质子配位体，给八面体（HL）（L - ）的Ni（NO 3）。形成的一硝酸酯物种然后用TMS进一步反应2的Pz到双去氧硝酸盐和形式[（L - ）的Ni（NO）] 2，二聚经由用弯曲的亚硝酰基配体桥连吡唑酸酯，代表配位硝酸盐的两电子还原。二聚体物种的独立合成[（L - ）的Ni（BR）] 2被报告和有效地组装两种金属具有更好的原子经济性。

  DOI：

  10.1039/d0cc07886g
• 作为产物：
  描述：

  6-甲基-2-吡啶甲酸甲酯 、 苯乙酮 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 4.0h， 以75%的产率得到2-methyl-6-(5-phenyl-1H-pyrazol-3-yl)pyridine
  参考文献：
  名称：

  多功能钳夹配体支持不饱和钴：一个钳夹中的五种功能

  摘要：

  开发了吡啶基钳位配体，以通过P t Bu 2臂引入空间体积，并通过吡唑钳位配体臂引入质子响应性，以及在1,4二氮杂丁二烯部分中的苄基氢反应性和氧化还原活性。将其结合到CoCl 2上，得到方形金字塔形的[（PNNH）CoCl 2 ]，它被Li [N（SiMe 3）2 ]去质子化，形成[{Li（THF）2 PNN} CoCl 2 ]。在CO气氛下用KC 8还原这种LiCl加合物导致形成Co I单羰基和二羰基配合物，可以在质子化的CH基上质子化但还可以进一步去质子化，以得到脱芳基化的吡啶基。该配体的特征是中性，单阴离子和双阴离子形式，并且阴离子以紧密的离子对形式存在，其中Li +与吡唑酸酯N结合，而氯与Lewis酸性钴结合。X射线光电子能谱法用于测定Li含量和钴的氧化态。讨论了LiCl与金属配位体上呈酸性和亲核配位体上的亲核金属（吡唑酸酯Nβ）结合的一般特征，以及该概念的潜在催化应用。

  DOI：

  10.1002/chem.201700859

文献信息

• Bright bluish-green emitting Cu(<scp>i</scp>) complexes exhibiting efficient thermally activated delayed fluorescence
  作者：Chun-Hua Huang、Mingxue Yang、Xu-Lin Chen、Can-Zhong Lu

  DOI：10.1039/d0dt04424e

  日期：——

  emission decay behaviors, reveal that the title Cu(I) complexes emit efficient thermally activated delayed fluorescence (TADF) from excited states involving metal-to-ligand charge transfer (MLCT) transitions and ligand-to-ligand charge transfer (LLCT) transitions. The emissive-state characteristics and emission properties of the investigated Cu(I) complexes were tuned effectively by changing the steric

  三种高发射率的Cu（I）络合物[Cu（t Bupzmpy）（POP）] BF 4（1），[Cu（Phpzmpy）（POP）] BF 4（2）和[Cu（Adpzmpy）（POP）] BF 4（3）（t Bupzmpy = 2-（5-（叔丁基）-1 H-吡唑-3-基）-6-甲基吡啶，Phpzmpy = 2-甲基-6-（5-苯基-1 H-吡唑- 3-基）吡啶，Adpzmpy = 2-（5-（（（3 R，5 R）-金刚烷-1-基）-1 H合成并表征了-吡唑-3-基）-6-甲基吡啶和POP =双[2-（二苯基膦基）苯基]醚。这些配合物在固态下显示明亮的蓝绿色光致发光，量子产率为91％（1），71％（2）和77％（3），寿命为13.4μs（1），32.9μs（2）和34.1μs （3）在室温下。理论计算的结果，加上光谱特性和发射衰减行为的温度依赖性，表明标题为Cu（I）配合物从涉及金属到配体电荷转移（
• Cu(II) complexes with pyrazole-derived ligands. Crystal structure of {[diaquanitrato(3-phenyl-5-(2-pyridyl)pyrazole)]copper(II)} nitrate
  作者：Josefina Pons、Arafa Chadghan、Jaume Casabó、Angel Alvarez-Larena、Joan Francesc Piniella、Josep Ros

  DOI：10.1016/s0277-5387(01)00858-0

  日期：2001.8

  Reaction of the ligands 3-phenyl-5-(2-pyridyl)pyrazole (HL0) and 3-phenyl-5-(6-methyl-(2-pyridyl))pyrazole (HL1) with Cu(NO3)(2). 3H(2)O and CuX2. xH(2)O (X = Cl, Br) gives complexes with stoichiometry Cu(HL0)(2)X-2. xH(2)O, Cu(HL1)(2)X-2. EtOH, Cu(HL)X-2, Cu(HL)(2)(NO3)(2). xH(2)O (HL = HL0, HL1) and Cu(HL0)(NO3)(2). 2H(2)O. The new complexes were characterised by elemental analyses, conductivity measurements and infrared and electronic spectroscopy. The crystal and molecular structure of [Cu(HL0)(NO3)(H2O)(2)](NO3) consists of discrete cations and NO3 anions linked by hydrogen bonds. The cation complex [Cu(HL0)(NO3)(H2O2)(2)](+) contains a copper(II) with a distorted tetragonal pyramid geometry (tau = 0.094), with a H2O ligand occupying the apical site. The penta-coordinated metal atom is bonded to one pyridinic nitrogen, one pyrazolic nitrogen, one nitrate and two water molecules. The ligand HL0 is not completely planar. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Ni(II) complexes with pyrazole-derived ligands. Crystal structures of [Ni(HL0)2ClH2O][Ni(HL0)2(H2O)2]Cl3·CH3OH·H2O and [Ni(HL1)2(H2O)2]Br2·2.5DMF (HL0=3-phenyl-5-(2-pyridyl)pyrazole and HL1=3-phenyl-5-(6-methyl-(2-pyridyl))pyrazole
  作者：Josefina Pons、Arafa Chadghan、Jaume Casabó、Angel Alvarez-Larena、Joan Francesc Piniella、Xavier Solans、Mercè Font-Bardia、Josep Ros

  DOI：10.1016/s0277-5387(01)00760-4

  日期：2001.4

  The reaction of 3-phenyl-5-(2-pyridyl)pyrazole (HL0) and 3-phenyl-5-(6-methyl-(2-pyridyl))pyrazol (HL1) with nickel(II) salts produces mononuclear coordination compounds. The new complexes have been characterised by elemental analyses, conductivity measurements and infrared and electronic spectroscopies.Two different forms of mononuclear nickel(II) complexes have been prepared and structurally characterised by X-ray crystallography: [Ni(HL0)(2)Cl(H2O)][Ni(HL0)(2)(H2O)(2)]Cl-3. CH3OH .H2O [Ni(HL1)(2)(H2O)(2)]Br-2.2.5DMF. In the cationic com plexes, the coordination of the Ni(II) is octahedral with two bidentate HL0 or HL1 neutral ligands in a cis disposition. The degree of distortion from regular octahedral geometry is compared to closely related structures. In the solid state, cations and anions are bonded by hydrogen bonding. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Cobalt(II) complexes with pyrazole-derived ligands: crystal structure of {bis[3-phenyl-5-(2-pyridyl) pyrazole]aquachlorocobalt(II)}chloride monohydrate
  作者：Arafa Chadghan、Josefina Pons、Amparo Caubet、Jaume Casabó、Josep Ros、Angel Alvarez-Larena、Joan Francesc Piniella

  DOI：10.1016/s0277-5387(00)00330-2

  日期：2000.4

  The synthesis of the new pyrazole-derived ligands 3-phenyl-5-(2-pyridyl) pyrazole (HL0) and 3-phenyl-5-(6-methyl-(2-pyridyl))pyrazole (HL1) and their Co(II) complexes is reported. Elemental analyses, conductivity measurements and IR and UV-Vis spectroscopies defined all complexes. H-1 and C-13 NMR spectroscopies were also used in the characterization of ligands. The crystal and molecular structures of [Co(HL0)(2)Cl(H2O)] Cl . H2O, consisting of discrete ions and water molecules linked by hydrogen bonds, are also reported. The hexacoordinated metal atom is bonded to two pyridinic nitrogens, two pyrazolic nitrogens tone of each nitrogen belonging to two different ligands), one chlorine atom and one water molecule, forming a distorted octahedral environment. The ligands are not exactly planar and the arrangement of ligands is cis, with a dihedral angle between the two mean planes of ligands of 89.21(6)degrees. The degree of distortion from regular octahedral geometry is compared to that of closely related structures. (C) 2000 Elsevier Science Ltd All rights reserved.
• Complexes of Cu(II), Co(II) and Ni(II) with pyrazole-derived ligands. Crystal structure of {bis[3-phenyl-5-(2-pyridyl)pyrazolato, κN1:κN2]copper(II)}
  作者：Josefina Pons、Arafa Chadghan、Angel Alvarez-Larena、Joan Francesc Piniella、Josep Ros

  DOI：10.1016/s0020-1693(01)00566-7

  日期：2001.11

  The reaction of the pyrazole derived-ligands 3-phenyl-5-(2-pyridyl)pyrazole (HL0) and 3-phenyl-5-(6-methyl-2-pyridyl)pyrazole (HL1) with Cu((CHCOO)-C-3)(2), Co(CH3COO)(2) and Ni(CH3COO)(2) was carried out. Products were characterised by elemental analyses, conductivity measurements and infrared and electronic spectroscopy. The IR spectra of complexes display the typical absorption bands of pyrazole-derived ligands. The nature of the complexes depends on the metal. M, the ligand, HL, and the M:HL ratio: Ni(HL)(2)(CH3COO)(2), Cu(L)(2), (HL = HL0, HL1), Co(L-0)(2). In the complexes of Co(II) and Cu(II) the pyrazole is deprotonated, the band nu (N-H) was not observed in IR spectroscopy. The crystal structure of [Cu(L-0)(2)] consists of discrete centrosymmetric molecules involving a co-ordinated CuN(pz)(2)N(py)(2) core with planar geometry. The anionic ligand L-0 is not completely planar. (C) 2001 Elsevier Science B.V. All rights reserved.