1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene | 348596-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene
• 英文别名: bitmb；1,3-bis(imidazole-1-yl-methyl)-2,4,6-trimethylbenzene；1-[[3-(imidazol-1-ylmethyl)-2,4,6-trimethylphenyl]methyl]imidazole
• CAS: 348596-90-7
• 化学式: C₁₇H₂₀N₄
• 分子量: 280.373
• InChiKey: KQJVBDLESMDEHN-UHFFFAOYSA-N

物化性质

• 沸点：
  515.0±45.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene 以 甲醇 为溶剂， 生成 [Cu^II₂(1,3-bis(imidazole-1-ylmethyl)-2,4,6-trimethylbenzene)₂Cl₄]
  参考文献：
  名称：

  Permeability of a Seemingly Nonporous Crystal Formed by a Discrete Metallocyclic Complex

  摘要：

  We describe the structure and permeability of a crystalline material that appears to be nonporous in a conventional sense. The material is initially formed as a solvate, and removal of the solvent molecules under relatively mild conditions proceeds via a single-crystal to single-crystal transformation, leaving the host structure intact. Although discrete unoccupied voids of 108 A3 are present in the structure, it is not possible to map open channels that represent an intuitive pathway for guest diffusion. Despite the apparent absence of pores, the material is permeable to a variety of gases including H2, O2, N2, CO, CH4, CO2, and I2. These findings show that porosity in crystalline systems cannot always be rationalized by considering the static structures and that as-yet unknown dynamic and cooperative mechanisms prevail by which porosity can be induced.

  DOI：

  10.1021/ja057122h
• 作为产物：
  描述：

  咪唑 、 2,4-二(溴甲基)-1,3,5-三甲基苯 以 甲醇 为溶剂， 反应 22.0h， 以72%的产率得到1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene
  参考文献：
  名称：

  偶氮连接的环环烷：通过1 H NMR光谱和结构研究对构象进行的全面检查†

  摘要：

  报道了一系列偶氮连接的环烷的合成和表征。环烷由与两个苯环单元（苯，萘，对二甲苯，均三甲苯，1,2,3,4-和1,2,4， 5-四甲基苯，2,6-吡啶，和p -叔通过亚甲基基团丁基苯酚）。检查了在苯环类单元中含有邻位，间位和对位取代模式的环环烷。通过变温NMR研究在溶液中检查了环烷的构象，并且通过晶体学研究在固态下检查了环烷的构象。该P-环番，均三基如在所有可及温度下的1 H NMR清晰光谱所示，m-和o / m-环烷在NMR时标上是刚性的。非均三甲苯基米-cyclophanes和Ò -cyclophanes上在高温下的NMR时间尺度fluxional，但在大多数情况下，特定的构象可以是“冻结了”在低温下。由溶液研究得出的许多结构与固态结构一致。

  DOI：

  10.1021/jo049097o

文献信息

• Coordination driven self-assembly of four new molecular boats using a flexible imidazole-containing donor linker
  作者：Sushobhan Ghosh、Rajesh Chakrabarty、Partha Sarathi Mukherjee

  DOI：10.1039/b713783d

  日期：——

  Using a metal–ligand coordination bonding approach, the self-assembly of four new metallamacrocycles from Pd(II)-based 90° acceptors and a diimidazole donor ligand 1,3-bis(imidazole-1-ylmethyl)-2,4,6-trimethylbenzene (L) has been achieved. The assemblies are characterized fully by NMR and electrospray ionization-mass spectroscopic (ESI-MS) analysis and in two cases the X-ray single-crystal structure

  使用金属–配体配位键合方法，从基于Pd（II）的90°受体和二咪唑供体的四个新金属环的自组装配体 1,3-双（咪唑-1-基甲基）-2,4,6-三甲基苯（L）已实现。组件的特点是：核磁共振 和电喷雾电离质谱仪（电喷雾质谱）分析和两种情况下的X射线单晶结构分析确定了总体结构。含二咪唑基连接基（L）的选择性形成大循环[（烯）的Pd（μ-L）2的Pd（烯）] 4+从1 ：1 ：1混合物的顺式-Pd（烯）（NO 3）2，大号和1,2-双（4-吡啶基）乙烷也成立了。与传统的Pd-N（吡啶基连接基）相互作用相比，测量结合常数可建立更强的Pd- L结合力，这揭示了使用咪唑 捐赠者 配体 作为潜在的连接器甚至更好 配体 与广泛使用的相比 吡啶基 捐赠者 配体 在基于金属的大型超分子组件的构造中。
• Assembly of a twin-cage complex containing a linear array of Pd3 †
  作者：Hong-Ke Liu、Cheng-yong Su、Cheng-Ming Qian、Jun Liu、Hai-Yan Tan、Bei-Sheng Kang

  DOI：10.1039/b101691l

  日期：——

  The M3L4 twin-cage complex [Pd3(bitmb)4Cl4]Cl2·2H2O·CH3CN [bitmb = 1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene] was obtained by assembly of three Pd(II) ions with four molecules of the new flexible ditoptic ligand bitmb; structural analysis showed that the complex contains two M2L2 cages with a cavity size of ca. 200 Å3.

  通过三个 Pd( II) 新型柔性双光学配体bitmb的四分子离子；结构分析表明，该复合体包含两个 M2L2 笼，腔体尺寸约为 1000 m2。 200 Å3。
• Ag(I)-N-heterocyclic carbene complexes of N-allyl substituted imidazol-2-ylidenes with ortho-, meta- and para-xylyl spacers: Synthesis, crystal structures and in vitro anticancer studies
  作者：Rosenani A. Haque、Mohammed Z. Ghdhayeb、Abbas Washeel Salman、Srinivasa Budagumpi、Mohamed B. Khadeer Ahamed、Amin M.S. Abdul Majid

  DOI：10.1016/j.inoche.2012.05.037

  日期：2012.8

  xylyl-linked imidazolium salts (7–10) and their respective Ag(I)-N-heterocyclic carbene (NHC) complexes (11–14) have been synthesized and characterized by a number of spectral and analytical techniques. Molecular structure of complexes 13 and 14 were established by single‐crystal X-ray diffraction method. The in vitro anticancer activity of all imidazolium salts and their Ag(I)-carbene complexes were investigated

  摘要 合成了一系列 N-烯丙基取代二甲苯基连接的咪唑鎓盐 (7-10) 及其各自的 Ag(I)-N-杂环卡宾 (NHC) 配合物 (11-14)，并通过许多光谱和分析技术。配合物13和14的分子结构是通过单晶X射线衍射法建立的。使用人结肠直肠 (HCT 116) 癌细胞系研究了所有咪唑盐及其 Ag(I)-卡宾复合物的体外抗癌活性。咪唑鎓盐对 HCT 116 细胞系没有活性，除了 9；产生 15.9 μM 的 IC50 值。Ag(I)-卡宾复合物 12-14 对测试的癌细胞系显示出非常好的活性 (0.9-1.3 μM)。此外，复合物 11 显示出较好的抗癌活性，IC50 值为 5.2 μM，
• Structural and functional studies on ternary coordination polymers from 5-bromoisophthalate and imidazole based flexible linker
  作者：Kamal Kumar Bisht、Yadagiri Rachuri、Bhavesh Parmar、Eringathodi Suresh

  DOI：10.1039/c3ra45411h

  日期：——

  Three ternary coordination polymers (CPs), namely, [Cd2(BrIP)2(BITMB)(H2O)2]·(THF)2·H2O}n (CP1), [Cu(BrIP)(BITMB)(H2O)]n (CP2), [Ni(BrIP)(BITMB)(H2O)]·(THF)(H2O)2}n (CP3) were synthesized by solvothermal reactions between H2BrIP (5-bromoisophthalate), BITMB (1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene) and respective metal nitrates. Single crystal X-ray diffraction studies reveal a variety of supramolecular interactions such as inter/intra molecular hydrogen bonding, C–H⋯π, and π⋯π stacking in the 1D interwoven metal organic triple helical motifs of CP1 and sql networks of CP2 and CP3. Solvents employed for the synthesis of these CPs may be acting as structure directing agents. The photocatalytic properties of all three CPs, for the decomposition of Metanil Yellow by dilute hydrogen peroxide in the presence of visible light, have been evaluated and up to 89% dye removal from aqueous solution was achieved in the case of CP2. Solid state fluorescence studies disclose the promising luminescence properties of synthesized CPs.

  三种三元配位聚合物（CP）分别是[Cd2(BrIP)2(BITMB)(H2O)2]·(THF)2·H2O}n (CP1)、[Cu(BrIP)(BITMB)(H2O)]n (CP2)和[Ni(BrIP)(BITMB)(H2O)]·(THF)(H2O)2}n (CP3)，它们是通过H2BrIP（5-溴异酞酸酯）、BITMB（1,3-双（咪唑-1-基甲基）-2,4,6-三甲基苯）和相应的金属硝酸盐之间的溶剂热反应合成的。单晶X射线衍射研究表明，CP1和CP2、CP3的1D金属有机三螺旋图案和sql网络中存在多种超分子相互作用，如分子间/分子内氢键、C-H⋯π和π⋯π堆积。合成这些CP所使用的溶剂可能起到了结构导向剂的作用。三种CP的光催化性能（在可见光照射下，用稀过氧化氢分解甲苯胺黄）已经过评估，其中CP2在水中可去除高达89%的染料。固态荧光研究揭示了合成CP的发光性能。
• Threading the needle: guest transport in a versatile 0D porous molecular crystal
  作者：Varvara I. Nikolayenko、Anneli Heyns、Leonard J. Barbour

  DOI：10.1039/c7cc06676g

  日期：——

  Porous host crystals of the metallocycle [Cu₂(1,3-bis(imidazol-1-ylmethyl)-2,4,6-trimethylbenzene)₂Cl₄]·2CH₃OH are permeable to a series of small organic guests despite their lack of permanent channels.

  [Cu2(1,3-双(咪唑-1-基甲基)-2,4,6-三甲基苯)2Cl4]·2CH3OH的多孔主体晶体，尽管缺乏永久通道，但对一系列小有机客体具有渗透性。