1-azido-4-decyloxy-benzene | 869061-55-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-azido-4-decyloxy-benzene
• 英文别名: 1-Azido-4-decoxybenzene
• CAS: 869061-55-2
• 化学式: C₁₆H₂₅N₃O
• 分子量: 275.394
• InChiKey: GPQBFRJHVHDQIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-azido-4-decyloxy-benzene 、 4,4'-bis(prop-2-ynyloxy)biphenyl 在 copper(l) iodide 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 以56%的产率得到4,4'-bis(1-(4-decyloxyphenyl)-1H-[1,2,3]-triazole)oxymethylenebiphenyl
  参考文献：
  名称：

  [1,2,3]-triazole derivatives: Mesomorphic property dependence on the molecular shape

  摘要：

  Nowadays, heterocyclic units have been extensively studied for the preparation of thermotropic liquid crystals due to their ability to impart lateral and/or longitudinal dipoles and induce changes in molecular shape. Key parameters to accede to stable mesophases are the position of the heterocycle and the nature of terminal and linking functions. We present in this paper, an overview of several series of 1,2,3-triazole liquid crystalline derivatives that we designed and characterized. We highlight the effect of different connecting functions and the geometry of mesogenic core on the mesomorphic behavior of these derivatives.

  DOI：

  10.1080/15421406.2017.1289614
• 作为产物：
  描述：

  对氨基苯酚 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 1-azido-4-decyloxy-benzene
  参考文献：
  名称：

  [1,2,3]-triazole derivatives: Mesomorphic property dependence on the molecular shape

  摘要：

  Nowadays, heterocyclic units have been extensively studied for the preparation of thermotropic liquid crystals due to their ability to impart lateral and/or longitudinal dipoles and induce changes in molecular shape. Key parameters to accede to stable mesophases are the position of the heterocycle and the nature of terminal and linking functions. We present in this paper, an overview of several series of 1,2,3-triazole liquid crystalline derivatives that we designed and characterized. We highlight the effect of different connecting functions and the geometry of mesogenic core on the mesomorphic behavior of these derivatives.

  DOI：

  10.1080/15421406.2017.1289614

文献信息

• Multifunctional “Clickates” as Versatile Extended Heteroaromatic Building Blocks: Efficient Synthesis via Click Chemistry, Conformational Preferences, and Metal Coordination
  作者：Robert M. Meudtner、Marc Ostermeier、Richard Goddard、Christian Limberg、Stefan Hecht

  DOI：10.1002/chem.200701240

  日期：——

  Click chemistry has been utilized to access 2,6-bis(1-aryl-1,2,3-triazol-4-yl)pyridines (BTPs) as versatile extended heteroaromatic building blocks for their exploitation in supramolecular chemistry, in particular foldamer and ligand design. In addition to their high-yielding synthesis using Cu(I)-catalyzed Huisgen-type 1,3-dipolar cycloaddition reactions the formed triazole moieties constitute an

  点击化学已被用作2,6-双（1-芳基-1,2,3-三唑-4-基）吡啶（BTP）的通用扩展杂芳族结构单元，可用于超分子化学，特别是折叠剂和配体设计。除了使用Cu（I）催化的Huisgen型1,3-偶极环加成反应进行高产率合成外，形成的三唑部分还构成了BTP框架的组成部分，并编码了其明显的构象偏好及其螯合能力。在末端芳基和中央吡啶部分上均带有供电子和吸电子取代基的各种对称和非对称BTP已被有效地合成，并且可以容易地用两亲性侧链和卟啉发色团后官能化。在溶液和固态下，BTP支架均采用高度保守的类似马蹄铁的抗-抗构象。在质子化或金属配位时，BTP支架切换为螯合的syn-syn构象。已经制备了铁和euro配合物，通过单晶X射线衍射分析成功表征了铁和euro的配合物，并研究了它们的自旋态和发光性质。扩展的杂芳族BTP支架应被证明对响应性折叠基骨架的设计以及新的磁性和发光材料的制备有用。通过单晶X射线衍射
• Bent-core luminescent and electroactive bis(triazolyl)triazines with compact columnar mesomorphism
  作者：Eduardo Beltrán、Beatriz Robles-Hernández、Nerea Sebastián、José Luis Serrano、Raquel Giménez、Teresa Sierra

  DOI：10.1039/c4ra02926g

  日期：——

  The bulk self-assembly of bent-core molecules based on the novel structure 2-methoxy-4,6-bis(1′,2′,3′-triazol-4′-yl)-1,3,5-triazine is reported together with their luminescent and electrochemical properties. Two families of compounds with lateral branches of different lengths have been investigated. Columnar mesomorphism with short stacking distances and periodic twisted structures were found. A compound exhibiting two hexagonal columnar mesophases that show different emission spectra and a transition from a bimolecular assembly to a unimolecular assembly is described.

  报告了基于新型结构 2-甲氧基-4,6-双(1′,2′,3′-三唑-4′-基)-1,3,5-三嗪的弯曲核分子的批量自组装及其发光和电化学特性。研究了两个具有不同长度侧枝的化合物家族。发现了具有短堆积距离和周期性扭曲结构的柱状介形。一种化合物呈现出两种六角柱状介相，显示出不同的发射光谱，并从双分子组装过渡到单分子组装。
• New 1,4‐Diaryl [1,2,3]‐Triazole Liquid Crystals Using a Click Reaction
  作者：Gilmar Conte、Rodrigo Cristiano、Fernando Ely、Hugo Gallardo

  DOI：10.1080/00397910500466470

  日期：2006.3.1

  Abstract New nonlinear compounds containing 1,4‐diaryl‐[1,2,3]‐triazole were prepared using a straightforward and efficient method for the regioselective synthesis of [1,2,3]‐triazoles. The methodology consists of a Cu(I)‐catalyzed 1,3‐dipolar cycloaddition of aryl azides to terminal arylacetylenes (click reaction). All compounds exhibited liquid‐crystalline profile.

  摘要 采用一种直接有效的方法制备了含有 1,4-二芳基-[1,2,3]-三唑的新型非线性化合物，用于区域选择性合成 [1,2,3]-三唑。该方法包括 Cu(I) 催化的芳基叠氮化物与末端芳基乙炔的 1,3-偶极环加成反应（点击反应）。所有化合物都表现出液晶特征。
• Tris(triazolyl)triazine via Click-Chemistry: A <i>C</i>₃ Electron-Deficient Core with Liquid Crystalline and Luminescent Properties
  作者：Eduardo Beltrán、José Luis Serrano、Teresa Sierra、Raquel Giménez

  DOI：10.1021/ol902900y

  日期：2010.4.2

  The synthesis of a novel core based on tris(triazolyl)triazine has been accomplished by a one-pot procedure that combines a 3-fold deprotection of alkyne groups and "click chemistry" of the aromatic alkyne and azide precursors. The procedure is straightforward for the preparation of functional materials for organic electronics. Indeed, compounds with low reduction potential are obtained. These compounds also show liquid crystalline behavior, displaying columnar mesophases at room temperature, and are luminescent in the visible region both in solution and In thin films.
• [1,2,3]-triazole derivatives: Mesomorphic property dependence on the molecular shape
  作者：Souria Benallou、Salima Saidi-Besbes、Eric Grelet、Ahmed Bentaleb

  DOI：10.1080/15421406.2017.1289614

  日期：2017.4.13

  Nowadays, heterocyclic units have been extensively studied for the preparation of thermotropic liquid crystals due to their ability to impart lateral and/or longitudinal dipoles and induce changes in molecular shape. Key parameters to accede to stable mesophases are the position of the heterocycle and the nature of terminal and linking functions. We present in this paper, an overview of several series of 1,2,3-triazole liquid crystalline derivatives that we designed and characterized. We highlight the effect of different connecting functions and the geometry of mesogenic core on the mesomorphic behavior of these derivatives.