1,1'-[9,10-蒽二酰基双(亚甲基)]双-1H-咪唑 | 910482-91-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1,1'-[9,10-蒽二酰基双(亚甲基)]双-1H-咪唑
• 英文名称: 9,10-bis((1H-imidazol-1-yl)methyl)anthracene
• 英文别名: 1-[[10-(imidazol-1-ylmethyl)anthracen-9-yl]methyl]imidazole
• CAS: 910482-91-6
• 化学式: C₂₂H₁₈N₄
• 分子量: 338.412
• InChiKey: SIPQBLANNUQDPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-[9,10-蒽二酰基双(亚甲基)]双-1H-咪唑 、 (3-溴丙基)三甲基溴化铵 以 异丙醇 、 乙腈 为溶剂， 反应 20.0h， 以61%的产率得到
  参考文献：
  名称：

  Fluorescent Sensing of Triphosphate Nucleotides via Anthracene Derivatives

  摘要：

  A nucleotide is composed of a nucleobase, a five-carbon sugar, and phosphate groups. Recognition of these three sites can provide useful information for the development of selective fluorescent receptors for a specific nucleotide. In this paper, anthracene derivatives with two imidazolium groups at the 1,8- and 9,10-positions, quaternary ammonium groups, or the boronic acid group were examined for the recognition of nucleotides, such as ATP, GTP, CTP, TTP, UTP, ADP, and AMP, via fluorescence changes. The anthracene group provides the interaction between the bases of the nucleotides. The imidazolium and quaternary ammonium groups induce hydrogen bonding interactions with the phosphate groups of the nucleotides. The boronic acid group can interact with the ribose of the nucleotides.

  DOI：

  10.1021/jo2000836
• 作为产物：
  描述：

  蒽 在 氢溴酸 、 sodium hydride 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 6.5h， 生成 1,1'-[9,10-蒽二酰基双(亚甲基)]双-1H-咪唑
  参考文献：
  名称：

  White photoluminescence and electroluminescence from a ternary system in solution and a polymer matrix

  摘要：

  在380 nm激发下，从一个三元体系的溶液和聚合物基体中获得了高效的白光光致发光，而在560 nm时则显示出强烈的红色发射。基于该体系制造的LED器件表现出白色电致发光，开启电压低至3 V。

  DOI：

  10.1039/c3cc43494j

文献信息

• A supramolecular Cu(ii) metallocyclophane probe for guanosine 5′-monophosphate
  作者：Akhil K. Nair、Prakash P. Neelakandan、Danaboyina Ramaiah

  DOI：10.1039/b911855a

  日期：——

  We demonstrate Cu2+ ion induced formation of a novel water soluble metallocyclophane [1·CuCl2]2, which uniquely recognizes guanosine 5′-monophosphate through changes in emission intensity utilizing synergistic effects of electrostatic, coordinative and π-stacking interactions inside the cavity.

  我们展示了铜离子（Cu²⁺）诱导形成一种新型水溶性金属环烷烃[1·CuCl₂]₂，该化合物通过腔内静电、配位和π-堆叠相互作用的协同效应，独特地识别5'-鸟苷酸，且发射强度发生变化。
• Color tuning of intrinsic white-light emission in anthracene-linker coordination networks
  作者：Chengfeng Yu、Xiaoling Wang、Ting Wu、Xiangwei Gu、Wei Huang、Alexander M. Kirillov、Dayu Wu

  DOI：10.1039/d0dt02033h

  日期：——

  We present two new Zn(ii) anthracene-linker-driven coordination polymers that exhibit intrinsic white-light emission, which can be tuned under external stimuli, including thermal and mechanical grinding.

  我们展示了两种新的Zn（II）蒽-连接剂驱动的配位聚合物，其具有固有的白光发射特性，可以在外部刺激下进行调节，包括热和机械研磨。
• 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 of Metallamacrocycles Employing a New Benzil-based Organometallic Bisplatinum(II) Acceptor
  作者：Bijan Roy、Sankarasekaran Shanmugaraju、Rupak Saha、Partha Sarathi Mukherjee

  DOI：10.2533/chimia.2015.541

  日期：——

  A benzil-based semi-rigid dinuclear-organometallic acceptor 4,4'-bis[trans-Pt(PEt3)2(NO3)(ethynyl)]benzil (bisPt-NO3) containing a Pt-ethynyl functionality was synthesized in good yield and characterized by multinuclear NMR (1H, 31P, and 13C), electrospray ionization mass spectrometry (ESI-MS), and single-crystal X-ray diffraction analysis of the iodide analogue bisPt-I. The stoichiometric (1:1) combination of the acceptor bisPt-NO3 separately with four different ditopic donors (L1–L4; L1 = 9-ethyl-3,6-di(1H-imidazol-1-yl)-9H-carbazole, L2 = 1,4-bis((1H-imidazol-1-yl)methyl)benzene, L3 = 1,3-bis((1H-imidazol-1-yl)methyl)benzene and L4 = 9,10-bis((1H-imidazol-1-yl) methyl)anthracene) yielded four [2 + 2] self-assembled metallacycles M1–M4 in quantitative yields, respectively. All these newly synthesized assemblies were characterized by various spectroscopic techniques (NMR, IR, ESI-MS) and their sizes/shapes were predicted through geometry optimization employing the PM6 semi-empirical method. The benzil moiety was introduced in the backbone of the acceptor bisPt-NO3 due to the interesting structural feature of long carbonyl C–C bond (?1.54 Å), which enabled us to probe the role of conformational flexibility on size and shapes of the resulting coordination ensembles.

  基于苯甲酮的半刚性双核金属有机受体4,4'-双[反式-Pt(PEt3)2(NO3)(乙炔)]苯甲酮（bisPt-NO3）以良好产率合成，并通过多核NMR（1H、31P和13C）、电喷雾电离质谱（ESI-MS）以及碘化物类似物bisPt-I的单晶X射线衍射分析进行表征。接受体bisPt-NO3与四种不同的双向供体（L1–L4；L1 = 9-乙基-3,6-二(1H-咪唑-1-基)-9H-咔唑，L2 = 1,4-双((1H-咪唑-1-基)甲基)苯，L3 = 1,3-双((1H-咪唑-1-基)甲基)苯和L4 = 9,10-双((1H-咪唑-1-基)甲基)蒽）的化学计量比（1:1）分别反应，得到四种[2 + 2]自组装金属环M1–M4，分别以定量产率合成。所有这些新合成的组合物均通过各种光谱技术（NMR、IR、ESI-MS）进行表征，并通过采用PM6半经验方法进行几何优化来预测它们的大小/形状。由于具有长羰基C–C键（约1.54 Å）的有趣结构特征，苯甲酮基团被引入到受体bisPt-NO3的骨架中，这使我们能够探究构象柔韧性对产生的配位集合物的大小和形状的作用。
• Metallacycles and methods of making the same
  申请人：Lu Kuang-Lieh

  公开号：US20090082574A1

  公开（公告）日：2009-03-26

  The present invention provides for novel metallacycles and processes for making the same.

  本发明提供了一种新型金属环化合物和制备方法。