1-[3-(2-pyridyl)pyrazol-1-ylmethyl]naphthalene | 852926-92-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[3-(2-pyridyl)pyrazol-1-ylmethyl]naphthalene
• 英文别名: 2-(1-(naphthalen-1-ylmethyl)-1H-pyrazol-3-yl)pyridine；2-[1-(Naphthalen-1-ylmethyl)pyrazol-3-yl]pyridine；2-[1-(naphthalen-1-ylmethyl)pyrazol-3-yl]pyridine
• CAS: 852926-92-2
• 化学式: C₁₉H₁₅N₃
• 分子量: 285.348
• InChiKey: AYBIEGYODFNTRS-UHFFFAOYSA-N

物化性质

• 熔点：
  92-94 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  509.0±38.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[3-(2-pyridyl)pyrazol-1-ylmethyl]naphthalene 、 高氯酸银水合物 以 甲醇 为溶剂， 以50%的产率得到[Ag(1-[3-(2-pyridyl)pyrazol-1-ylmethyl]naphthalene)2]ClO4
  参考文献：
  名称：

  Tuning the silver(I) complexes of 3-(2-pyridyl)pyrazole-based ligands: Syntheses and crystal structures of the complexes, as well as theoretical investigations on the coordination abilities of the ligands

  摘要：

  In our efforts to investigate the influences of different pendant aromatic groups and the spatial position of N donors in 3-(2-pyridyl)pyrazole-based ligands on the structures of their metal complexes, five structurally related ligands: 1-[3-(2-pyridyl)pyrazol- 1-ylmethyl]benzene (L-1), 1-[3-(2-pyridyl) pyrazol-1-ylmethyl]naphthalene (L-2), 8-[3-(2-pyridyl)pyrazol-1-ylmethyl]quinoline (L-3), 3-[3-(2-pyridyl)pyrazol-1-ylmethyl]pyridine (L-4) and 4-[3-(2- pyridyl)pyrazol-1-ylmethvl]pyridine (L-5), have been used to react with AgCl4 to form five Ag(I) complexes, [Ag(L-1)(2)](ClO4) (1), [Ag(L-2)(2)](ClO4) (2), [Ag(L-3)(HL3)](ClO4)(2)(CH3CN) (3), {[Ag(L-4)](ClO4)}(2) (4), and {[Ag(L-5)]ClO4)}(infinity) (5). The structural differences of these complexes may be attributed to the coordination geometries or N donor position of the pendant aromatic groups in ligands L-1-L-5. Also, the result reveals that various intra- and/or inter-molecular weak interactions, such as pi center dot center dot center dot pi stacking, C-H center dot center dot center dot pi and C-H center dot center dot center dot O H-bonding interactions, play important roles in the formation of 1-5, especially in the aspect of linking the multi-nuclear discrete subunits or low-dimensional entities into high-dimensional frameworks. Moreover, the coordination behaviors of ligands L-1-L-5 have been briefly evaluated by DFT calculations. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2006.12.026
• 作为产物：
  描述：

  (氯甲基)萘 、 2-(1H-吡唑-3-基)吡啶 在 sodium hydroxide 、 四丁基氢氧化铵 作用下， 以 苯 为溶剂， 生成 1-[3-(2-pyridyl)pyrazol-1-ylmethyl]naphthalene
  参考文献：
  名称：

  Tuning the silver(I) complexes of 3-(2-pyridyl)pyrazole-based ligands: Syntheses and crystal structures of the complexes, as well as theoretical investigations on the coordination abilities of the ligands

  摘要：

  In our efforts to investigate the influences of different pendant aromatic groups and the spatial position of N donors in 3-(2-pyridyl)pyrazole-based ligands on the structures of their metal complexes, five structurally related ligands: 1-[3-(2-pyridyl)pyrazol- 1-ylmethyl]benzene (L-1), 1-[3-(2-pyridyl) pyrazol-1-ylmethyl]naphthalene (L-2), 8-[3-(2-pyridyl)pyrazol-1-ylmethyl]quinoline (L-3), 3-[3-(2-pyridyl)pyrazol-1-ylmethyl]pyridine (L-4) and 4-[3-(2- pyridyl)pyrazol-1-ylmethvl]pyridine (L-5), have been used to react with AgCl4 to form five Ag(I) complexes, [Ag(L-1)(2)](ClO4) (1), [Ag(L-2)(2)](ClO4) (2), [Ag(L-3)(HL3)](ClO4)(2)(CH3CN) (3), {[Ag(L-4)](ClO4)}(2) (4), and {[Ag(L-5)]ClO4)}(infinity) (5). The structural differences of these complexes may be attributed to the coordination geometries or N donor position of the pendant aromatic groups in ligands L-1-L-5. Also, the result reveals that various intra- and/or inter-molecular weak interactions, such as pi center dot center dot center dot pi stacking, C-H center dot center dot center dot pi and C-H center dot center dot center dot O H-bonding interactions, play important roles in the formation of 1-5, especially in the aspect of linking the multi-nuclear discrete subunits or low-dimensional entities into high-dimensional frameworks. Moreover, the coordination behaviors of ligands L-1-L-5 have been briefly evaluated by DFT calculations. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2006.12.026

文献信息

• Near-infrared emitting iridium(<scp>iii</scp>) complexes for mitochondrial imaging in living cells
  作者：Yuying Liu、Peipei Zhang、Xiaoqiang Fang、Gongqing Wu、Shuting Chen、Zhina Zhang、Hui Chao、Wenying Tan、Li Xu

  DOI：10.1039/c7dt00255f

  日期：——

  Biocompatible transition metal complexes dyes emitting in the near-infrared (NIR) region, are highly desirable in fluorescence imaging techniques. However, a high-performance mitochondria-specific labeling NIR probe with high photostability is still lacking. Herein we reported two NIR-emitting cationic iridium(III) complexes [Ir(pbq-g)2(N^N)]+Cl− (pbq-g = phenylbenzo[g]-quinoline; N^N = 2-(1-benzyl-1H-pyrazol-3-yl)

  在荧光成像技术中非常需要在近红外（NIR）区域发光的生物相容性过渡金属络合物染料。但是，仍然缺乏具有高光稳定性的高性能线粒体特异性标记NIR探针。在此我们报告了两NIR发射阳离子铱（III）配合物的[Ir（PBQ-G ）2（N ^ N）] +氯- （PBQ-G =苯基苯并[克] -喹啉; N ^ N = 2-（1- -苄基-1 H-吡唑-3-基）吡啶（Ir1）和2-（1-（萘-1-基甲基）-1 H-吡唑-3-基）吡啶（Ir2））。这两本小说Ir（III）络合物具有不同的N 1，N配体显示出相似的NIR发射与λ最大在用于751纳米IR1和750nm的亮点Ir2的PBS溶液中，大约有0.62的发光量子产率IR1为0.85亮点Ir2。这两种复合物显示出高的线粒体特异性，优异的光稳定性，对线粒体膜电位丧失的高抵抗力以及对环境变化的明显耐受性，从而可以长时间对线粒体形态变化进行近红外成像。这些出色的
• Tuning the silver(I) complexes of 3-(2-pyridyl)pyrazole-based ligands: Syntheses and crystal structures of the complexes, as well as theoretical investigations on the coordination abilities of the ligands
  作者：Chun-Sen Liu、Jian-Rong Li、Ru-Qiang Zou、Jiang-Ning Zhou、Xue-Song Shi、Jun-Jie Wang、Xian-He Bu

  DOI：10.1016/j.molstruc.2006.12.026

  日期：2007.10

  In our efforts to investigate the influences of different pendant aromatic groups and the spatial position of N donors in 3-(2-pyridyl)pyrazole-based ligands on the structures of their metal complexes, five structurally related ligands: 1-[3-(2-pyridyl)pyrazol- 1-ylmethyl]benzene (L-1), 1-[3-(2-pyridyl) pyrazol-1-ylmethyl]naphthalene (L-2), 8-[3-(2-pyridyl)pyrazol-1-ylmethyl]quinoline (L-3), 3-[3-(2-pyridyl)pyrazol-1-ylmethyl]pyridine (L-4) and 4-[3-(2- pyridyl)pyrazol-1-ylmethvl]pyridine (L-5), have been used to react with AgCl4 to form five Ag(I) complexes, [Ag(L-1)(2)](ClO4) (1), [Ag(L-2)(2)](ClO4) (2), [Ag(L-3)(HL3)](ClO4)(2)(CH3CN) (3), [Ag(L-4)](ClO4)}(2) (4), and [Ag(L-5)]ClO4)}(infinity) (5). The structural differences of these complexes may be attributed to the coordination geometries or N donor position of the pendant aromatic groups in ligands L-1-L-5. Also, the result reveals that various intra- and/or inter-molecular weak interactions, such as pi center dot center dot center dot pi stacking, C-H center dot center dot center dot pi and C-H center dot center dot center dot O H-bonding interactions, play important roles in the formation of 1-5, especially in the aspect of linking the multi-nuclear discrete subunits or low-dimensional entities into high-dimensional frameworks. Moreover, the coordination behaviors of ligands L-1-L-5 have been briefly evaluated by DFT calculations. (c) 2007 Elsevier B.V. All rights reserved.