9,10-bis((3,5-dimethyl-1H-pyrazol-4-yl)methyl)anthracene | 1242612-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-bis((3,5-dimethyl-1H-pyrazol-4-yl)methyl)anthracene
• 英文别名: 9,10-Bis((3,5-dimethyl-1h-pyrazol-4-yl)methyl)anthracene；4-[[10-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]anthracen-9-yl]methyl]-3,5-dimethyl-1H-pyrazole
• CAS: 1242612-70-9
• 化学式: C₂₆H₂₆N₄
• 分子量: 394.519
• InChiKey: AQWFVCCFYATZKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  57.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,10-bis((3,5-dimethyl-1H-pyrazol-4-yl)methyl)anthracene 、 1,5-萘二磺酸 在 水 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到
  参考文献：
  名称：

  Supramolecular Organic Frameworks (SOFs) Using Anthracene Based Flexible Azoles: Synthesis, Structural and Photophysical Studies

  摘要：

  通过溶热法合成了一系列盐，即 BIA.2SIA.2CH3OH (1a)、BTA.NDS.2H2O (1b)、BTA.NDS.2H2O.2DMF (1c)、BBIA.0.5NDS.DMF (1d)、BBIA.2SIA.2H2O (1e) 和 BPA.NDS.2H2O (1f)。所有这些盐都通过元素分析、热重分析、PXRD 和单晶 X 射线衍射技术进行了表征。结构分析表明，这些盐表现出 N-H⋯O、O-H⋯O、C-H⋯O、C-H⋯π 和 π⋯π 相互作用。Hirshfeld 表面分析法检测了短接触的总体比例和不同分子间相互作用的贡献。与纯配体相比，所有盐的固态发射最大值都发生了蓝移。这可能是由于磺酸盐中蒽分子的不同包装模式和溶剂辅助氢键所致。1d、1e 和 1f 盐的热稳定性高于其他盐。利用 Hirshfeld 表面分析来确定结构中的分子间相互作用。对所有结构中 NDS 和 SIA 分子的 Hirshfeld 表面分析表明，在所有盐中，O⋯H/H⋯O 氢键相互作用覆盖了 Hirshfeld 表面的最大面积。

  DOI：

  10.1007/s10870-020-00831-8
• 作为产物：
  描述：

  3,3'-(anthracene-9,10-diylbis(methylene))bis(pentane-2,4-dione) 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以95%的产率得到9,10-bis((3,5-dimethyl-1H-pyrazol-4-yl)methyl)anthracene
  参考文献：
  名称：

  Self-Assembly and Host−Guest Interaction of Metallomacrocycles Using Fluorescent Dipyrazole Linker with Dimetallic Clips

  摘要：

  By employing diimine ligands coordinated dimetallic clips ([(bpy)(2)Pd-2(NO3)(2)](NO3)(2) or [(phen)(2)Pd-2(NO3)(2)KNO3)(2), where bpy = 2,2'-bipyridine, phen = 1,10-phenanthroline) as the corner and anthracene-, naphthalene-, and benzene-based dipyrazolate dianions as the linker, a series of positively charged metallomacrocycles ([M4L2](4+) or [M8L4](8+)) have been synthesized through a directed self-assembly method in aqueous solution. Every macrocycle has a cavity to bind solvent molecules or anions. The structures were characterized by elemental analysis, H-1 and C-13 NMR, electrospray ionization mass spectrometry, and single crystal X-ray diffraction analysis for compound 1.4PF6(-) (1 = {[(bpy)Pd](4)L-2(1)}(4+)), 3 center dot 4PF(6)(-)center dot 8CH(3)CN center dot H2O (3 = {[(bpy)Pd](4)L-2(2)}(4+)), and 7.4PF(6)(-)center dot 6H(2)O (7 = {[(bpy)Pd](4)L-2(5)](4+)). The 1:1 host guest complexation for anthracene-based dipyrazolate-bridged macrocycles with aromatic guests was investigated via UV-vis and fluorescent titration.

  DOI：

  10.1021/ic100724r

文献信息

• Supramolecular Organic Frameworks (SOFs) Using Anthracene Based Flexible Azoles: Synthesis, Structural and Photophysical Studies
  作者：Udai P. Singh、Neetu Singh、Aurobinda Mohanty、Ray J. Butcher

  DOI：10.1007/s10870-020-00831-8

  日期：2021.3

  A series of salts viz., BIA.2SIA.2CH3OH (1a), BTA.NDS.2H2O (1b), BTA.NDS.2H2O.2DMF (1c), BBIA.0.5NDS.DMF (1d), BBIA.2SIA.2H2O (1e) and BPA.NDS.2H2O (1f) have been synthesised by solvothermal method. All these salts were characterized by elemental analysis, TGA, PXRD and single-crystal X-ray diffraction technique. Structural analysis revealed that these salts showed N–H⋯O, O–H⋯O, C–H⋯O, C–H⋯π and π⋯π interactions. The overall percentage of short contacts and the contribution of the different intermolecular interactions were examined by Hirshfeld surface analysis. The solid-state emission maxima of all salts is blue-shifted in comparison to the pure ligand. This may due to different modes of packing of anthracene moieties and solvent assisted hydrogen bonding in sulfonate salts. Thermal stability of 1d, 1e and 1f salts are more than other salts. Hirshfeld surface analysis employed to identify intermolecular interactions within the structure. The close inspection of Hirshfeld surface analysis of NDS and SIA molecule in all the structures revealed that the maximum area of the Hirshfeld surface are covered by O⋯H/H⋯O hydrogen bond interaction in all salts

  通过溶热法合成了一系列盐，即 BIA.2SIA.2CH3OH (1a)、BTA.NDS.2H2O (1b)、BTA.NDS.2H2O.2DMF (1c)、BBIA.0.5NDS.DMF (1d)、BBIA.2SIA.2H2O (1e) 和 BPA.NDS.2H2O (1f)。所有这些盐都通过元素分析、热重分析、PXRD 和单晶 X 射线衍射技术进行了表征。结构分析表明，这些盐表现出 N-H⋯O、O-H⋯O、C-H⋯O、C-H⋯π 和 π⋯π 相互作用。Hirshfeld 表面分析法检测了短接触的总体比例和不同分子间相互作用的贡献。与纯配体相比，所有盐的固态发射最大值都发生了蓝移。这可能是由于磺酸盐中蒽分子的不同包装模式和溶剂辅助氢键所致。1d、1e 和 1f 盐的热稳定性高于其他盐。利用 Hirshfeld 表面分析来确定结构中的分子间相互作用。对所有结构中 NDS 和 SIA 分子的 Hirshfeld 表面分析表明，在所有盐中，O⋯H/H⋯O 氢键相互作用覆盖了 Hirshfeld 表面的最大面积。
• Self-Assembly and Host−Guest Interaction of Metallomacrocycles Using Fluorescent Dipyrazole Linker with Dimetallic Clips
  作者：Guo-Hong Ning、Liao-Yuan Yao、Li-Xia Liu、Ting-Zheng Xie、Yi-Zhi Li、Yu Qin、Yuan-Jiang Pan、Shu-Yan Yu

  DOI：10.1021/ic100724r

  日期：2010.9.6

  By employing diimine ligands coordinated dimetallic clips ([(bpy)(2)Pd-2(NO3)(2)](NO3)(2) or [(phen)(2)Pd-2(NO3)(2)KNO3)(2), where bpy = 2,2'-bipyridine, phen = 1,10-phenanthroline) as the corner and anthracene-, naphthalene-, and benzene-based dipyrazolate dianions as the linker, a series of positively charged metallomacrocycles ([M4L2](4+) or [M8L4](8+)) have been synthesized through a directed self-assembly method in aqueous solution. Every macrocycle has a cavity to bind solvent molecules or anions. The structures were characterized by elemental analysis, H-1 and C-13 NMR, electrospray ionization mass spectrometry, and single crystal X-ray diffraction analysis for compound 1.4PF6(-) (1 = [(bpy)Pd](4)L-2(1)}(4+)), 3 center dot 4PF(6)(-)center dot 8CH(3)CN center dot H2O (3 = [(bpy)Pd](4)L-2(2)}(4+)), and 7.4PF(6)(-)center dot 6H(2)O (7 = [(bpy)Pd](4)L-2(5)](4+)). The 1:1 host guest complexation for anthracene-based dipyrazolate-bridged macrocycles with aromatic guests was investigated via UV-vis and fluorescent titration.