[G-2]-N3 | 811473-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [G-2]-N3
• 英文别名: 1-(Azidomethyl)-3,5-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]benzene；1-(azidomethyl)-3,5-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]benzene
• CAS: 811473-56-0
• 化学式: C₄₉H₄₃N₃O₆
• 分子量: 769.897
• InChiKey: DLSITLCNAMXSIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  58
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [G-2]-N3 、 N-Methyl-2-(4’-ethynyl) phenyl-3,4-fulleropyrrolidine 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 以63 mg的产率得到
  参考文献：
  名称：

  三唑连接的dendro [60]富勒烯：通过“点击”反应和表面依赖于酸度的自组装进行模块化合成

  摘要：

  通过基于Cu-的模块化合成方案，制备了一系列具有1,2,3-三唑键合基团的Fréchet型树枝状官能化的[60]富勒烯衍生物，称为三唑连接的树枝状[60]富勒烯。催化的[3 + 2]环加成（'click'）反应。通过紫外可见光谱和循环伏安法研究了这些树状[60]富勒烯的电子性质。使用原子力显微镜（AFM）研究了这些dendro [60]富勒烯的界面超分子自组装行为。所得的自组装体在表面上显示出不同的纳米级堆积几何形状和形态，这可由诸如树突的生成，外围功能的性质以及所施加的实验条件（例如，酸度）之类的参数控制。分子结构和自组装结果之间的关系进行了调查和讨论。这项研究的结果表明，在形状和尺寸方面，可以获得更好的“自下而上”控制树枝状聚合物-富勒烯杂化材料自组装的新途径。

  DOI：

  10.1016/j.tet.2008.08.083
• 作为产物：
  描述：

  3,5-双[3,5-双(苄氧基)苄氧基]苄溴 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以97.9%的产率得到[G-2]-N3
  参考文献：
  名称：

  结构多样的树突状图书馆：使用点击化学的高效功能化方法

  摘要：

  点击化学的高保真度和效率被用于合成链末端官能化的树枝状大分子文库。在该实例中，叠氮化物与末端乙炔的Cu催化的[3 +2π]环加成反应的选择性以及温和的反应条件，在树枝状和超支化支架的衍生化过程中提供了空前的官能团耐受性。所得的树状文库在结构上是多样的，包括各种主链/表面官能团，并且在非常温和的条件下以几乎定量的产率制备。该方法的鲁棒性和简单性，再加上其在聚合物合成和材料化学的许多方面的适用性，

  DOI：

  10.1021/ma047657f

文献信息

• Thermally Reversible Dendronized Step-Polymers Based on Sequential Huisgen 1,3-Dipolar Cycloaddition and Diels−Alder “Click” Reactions
  作者：Nathan W. Polaske、Dominic V. McGrath、James R. McElhanon

  DOI：10.1021/ma902180r

  日期：2010.2.9

  generation dendritic bisfuran monomers 6a−6c were prepared in part by the Cu(I)-catalyzed azide−alkyne Huisgen 1,3-dipolar cycloaddition reaction and in turn polymerized by the reversible furan−maleimide Diels−Alder reaction. The Diels−Alder reaction conditions were optimized through end-capping studies with N-phenylmaleimide (7). Dendronized step polymers 10a−10c were then formed from reaction with bismaleimide

  描述了热不稳定的树状AA-BB步骤聚合物。第一至第三代树状双呋喃单体6a - 6c部分是通过Cu（I）催化的叠氮化物-炔烃Huusgen 1,3-偶极环加成反应制备的，然后通过可逆的呋喃-马来酰亚胺Diels-Alder反应聚合。Diels-Alder反应条件通过使用N-苯基马来酰亚胺的封端研究进行了优化（7）。然后，通过与双马来酰亚胺9反应并通过GPC研究了它们的组装，分解和重新组装行为，形成了树枝化的阶跃聚合物10a - 10c。
• Thermally Reversible Dendronized Linear AB Step-Polymers via “Click” Chemistry
  作者：Nathan W. Polaske、Dominic V. McGrath、James R. McElhanon

  DOI：10.1021/ma200296t

  日期：2011.5.10

  The synthesis and characterization of thermally labile dendronized linear AB step-polymers is described. First through third generation dendritic AB monomers 14a−c containing both a furan and furan-protected maleimide functionality were prepared by the Cu(I)-catalyzed azide−alkyne cycloaddition reaction followed by polymerization via the thermally reversible furan-maleimide Diels−Alder reaction. The

  描述了热不稳定的树枝状线性AB阶跃聚合物的合成和表征。通过Cu（I）催化的叠氮化物-炔烃环加成反应，然后通过热可逆性呋喃-马来酰亚胺-Diels-Alder反应进行聚合，可制备出同时具有呋喃和呋喃保护的马来酰亚胺官能团的第一代至第三代树枝状AB单体14a - c。通过GPC研究了线性树枝状步长聚合物16a - c的组装，拆卸和重新组装行为。
• Dendronized Diruthenium Compounds via the Copper(I)-Catalyzed Click Reaction
  作者：Wei-Zhong Chen、Phillip E. Fanwick、Tong Ren

  DOI：10.1021/ic0702623

  日期：2007.4.30

  Novel Ru-2-containing dendritic compounds were prepared from the Cu-I-catalyzed 1,3-dipolar cycloaddition between Ru-2 compounds containing one or two ethynes, Ru-2(D(3,5-Cl2Ph)F)(4-n)(DMBA-4-C2H)(n) with n = 1 and 2, and azidopoly(benzyl ether) dendrons. These new compounds were also characterized with X-ray diffraction and voltammetric techniques.
• Decorating Diruthenium Compounds with Fréchet Dendrons via the <i>Click</i> Reaction
  作者：William P. Forrest、Zhi Cao、Wei-Zhong Chen、Kerry M. Hassell、Anastasia Kharlamova、Greta Jakstonyte、Tong Ren

  DOI：10.1021/ic200929r

  日期：2011.10.3

  A series of dendronized-Ru-2 compounds were prepared using the Cu(I)-catalyzed 1,3-dipolar cycloaddition (click reaction) between the terminal azides of azidopoly(benzyl ether) dendrons ([D-n]-N-3, n = 0-3) and Ru-2 units bearing one or two terminal ethynes, Ru-2(D(3,5-Cl2Ph)F)(4-m)(DMBA-4-C2H)(m)Cl with m = 1 and 2, and D(3,5-Cl2Ph)F and DMBA-4-C2H as N,N'-bis(3,5-didiloro-phenyl)formamidinate and N,N'-dimethyl-4-ethynylbenzarnidinate, respectively. The resultant Ru-2(D(3,5-Cl2Ph)F)(4-m)(DMBA-D-n)(m)Cl compounds were further functionalized by the axial ligand displacement of Cl by -C2Ph to yield new compounds Ru-2(D(3,5-Cl2Ph)F)(4-m)(DMBA-D-n)(m)(C2Ph)(2) (where m = 1 and 2; n = 0 and 1). All Ru-2 compounds reported herein were analyzed via mass spectrometry, voltammetry, and UV-visible and fluorescence spectroscopy. Densityfunctional theory (DFT) calculations were performed on a model compound to gain more insight into the molecular orbital energy levels possibly associated with the photophysical data obtained and presented herein.
• Method of using click chemistry to functionalize dendrimers
  申请人：Wu Peng

  公开号：US20090306310A1

  公开（公告）日：2009-12-10

  A library of functionalized dendritic macromolecules was prepared in extremely high yields using no protecting group strategies and with only minimal purification steps through the use of copper(I)-catalyzed 1,3-dipolar cycloaddition of azides and terminal acetylenes.