2,6-bis(benzotriazol-1-ylmethyl)pyridine | 444307-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2,6-bis(benzotriazol-1-ylmethyl)pyridine
• 英文别名: 2,6-Bis(N,N'-benzotriazol-1-ylmethyl)pyridine；1-[[6-(benzotriazol-1-ylmethyl)pyridin-2-yl]methyl]benzotriazole
• CAS: 444307-42-0
• 化学式: C₁₉H₁₅N₇
• 分子量: 341.375
• InChiKey: ZOTDUWCXDHTGJX-UHFFFAOYSA-N

物化性质

• 沸点：
  625.7±55.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  zinc(II) chloride 、 2,6-bis(benzotriazol-1-ylmethyl)pyridine 以 乙醇 为溶剂， 反应 1.0h， 以81%的产率得到dichloro[2,6-bis(benzotriazol-1-ylmethyl)pyridine-N,N]zinc(II)
  参考文献：
  名称：

  Metal Complex Derivatives of Azole: a Study on Their Synthesis, Characterization, and Antibacterial and Antifungal Activities

  摘要：

  Four new zinc complex derivatives of azoles and ligands were synthesized and isolated as white air-stable solids and characterized by elemental analyses, thermogravimetric analysis (TGA), infrared spectroscopy, nuclear magnetic resonance (NMR) and mass spectra. The elemental analysis, theoretical calculations and NMR show that the complexes likely have a 1: 1 (M: L) stoichiometry and tetrahedral geometry. To evaluate the biological activity of the complexes and to discuss the role of metal ions and structural properties, the ligands and their metal complexes have been studied. Their antimicrobial activity was determined in vitro by agar-well diffusion and broth microdilution against nine bacterial strains and seven fungal strains with clinical relevance. In vitro assays showed that the complexes exhibited moderate antibacterial and/or antifungal activities. The antimicrobial activity was found to be more active for the metal complexes than the ligands. The metal complexes that contained copper and cobalt, respectively, displayed notable antibacterial and antifungal effects against all the tested bacterial strains. The minimum inhibitory concentration 50 (MIC50) values were in the range 2454-0.7 mu g mL(-1). Metal complexes were more effective at inhibiting bacteria than fungi. The results could provide a high-potential solution for antimicrobial growth resistance, for both bacteria and fungi.

  DOI：

  10.5935/0103-5053.20160130
• 作为产物：
  描述：

  T406石油添加剂 、 2,6-双(溴甲基)吡啶 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 苯 为溶剂， 反应 24.0h， 以57%的产率得到2,6-bis(benzotriazol-1-ylmethyl)pyridine
  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

• Pyridinophanes as Two-Centre Phase-Transfer Catalyst for N-Alkylation Reaction
  作者：Perumal Rajakumar、Manickam Dhanasekaran

  DOI：10.1055/s-2006-926304

  日期：——

  The synthetic utility of water-soluble pyridinophanes 1 and 2 as an efficient two-centre phase-transfer catalyst for N-alkylation of indoles, imidazole, benzimidazole and benzotriazole has been explored. Application of such pyridinophanes for the synthesis of various precyclophanes involving bis-N alkylation is also described.

  已经探索了水溶性吡啶啉 1 和 2 作为有效的双中心相转移催化剂用于吲哚、咪唑、苯并咪唑和苯并三唑的 N-烷基化的合成效用。还描述了此类吡啶啉在合成涉及双-N烷基化的各种前环烷中的应用。
• Chromium(III) complexes bearing bis(benzotriazolyl)pyridine ligands: synthesis, characterization and ethylene polymerization behavior
  作者：John Hurtado、Nelson Nuñez-Dallos、Santiago Movilla、Gian Pietro Miscione、Brian C. Peoples、René Rojas、Mauricio Valderrama、Roland Fröhlich

  DOI：10.1080/00958972.2017.1286330

  日期：2017.3.4

  thermogravimetric analysis (TGA), and magnetic measurements. After reaction with methylaluminoxane (MAO), the chromium(III) complexes are active in the polymerization of ethylene showing a bimodal molecular weight distribution. A DFT computational investigation of the polymerization reaction mechanism shows that the most likely reaction pathway originates from the mer configuration when the spacer is

  摘要 苯并三唑与 2,6-双(溴甲基)吡啶和 2,6-吡啶二羰基二氯反应生成三齿配体 2,6-双(苯并三唑-1-基甲基)吡啶 (1) 和 2,6-双(苯并三唑- 1-基羰基）吡啶（2）。配体的分子结构由单晶 X 射线衍射确定。这些配体在 THF 中与 CrCl3(THF)3 反应形成中性配合物 [CrCl32,6-双(苯并三唑基)吡啶-N,N,N}] (3, 4)，以高产率分离出空气稳定的绿色固体，并通过质谱 (ESI)、FTIR 光谱、紫外-可见光、热重分析 (TGA) 和磁性测量进行表征。与甲基铝氧烷 (MAO) 反应后，铬 (III) 配合物在乙烯聚合中具有活性，显示出双峰分子量分布。
• Pyridine-Bridged Benzimidazolium Salts: Synthesis, Aggregation, and Application as Phase-Transfer Catalysts
  作者：Tao Tu、Wilfried Assenmacher、Herwig Peterlik、Gregor Schnakenburg、Karl Heinz Dötz

  DOI：10.1002/anie.200801628

  日期：2008.9.1
• Synthesis of intra-annularly functionalized cationic pyridinophanes
  作者：Perumal Rajakumar、Manickam Dhanasekaran

  DOI：10.1016/s0040-4020(01)01226-1

  日期：2002.2

  The precyclophane 1 derived from 2,6-bis(bromomethyl)pyridine and 2.1 equiv. of benzimidazole afforded pyridinobenz-imidazolophanes 6-8 on further reaction with I equiv. of 2,6-bis(bromomethyl)pyridine, 3,5 -bis(bromomethyl) ani sole and 1,3-bis(bromomethyl)-4-nitrophenol, respectively. A similar synthetic strategy was used for the synthesis of pyridinobenzotriazolophanes 9-11. Potential receptors 16 and 17 were also synthesized. (C) 2002 Elsevier Science Ltd. All rights reserved.