2,2′-bis(azidomethyl)-[1,1′-biphenyl]-4,4′-dicarboxylic acid | 1397691-87-0

• 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: 2,2′-bis(azidomethyl)-[1,1′-biphenyl]-4,4′-dicarboxylic acid
• 英文别名: 2,2'-bis(azidomethyl)biphenyl-4,4'-dicarboxylic acid；3-(Azidomethyl)-4-[2-(azidomethyl)-4-carboxyphenyl]benzoic acid；3-(azidomethyl)-4-[2-(azidomethyl)-4-carboxyphenyl]benzoic acid
• CAS: 1397691-87-0
• 化学式: C₁₆H₁₂N₆O₄
• 分子量: 352.309
• InChiKey: WKYWOPSOJFXJNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 2,2′-bis(azidomethyl)-[1,1′-biphenyl]-4,4′-dicarboxylic acid 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 生成
  参考文献：
  名称：

  Box-like gel capsules from heterostructures based on a core–shell MOF as a template of crystal crosslinking

  摘要：

  使用晶体交联（CC）方法在核壳型MOF晶体上制备了立方聚合物胶囊（PCs），具有明确定义的空心立方体形状，反映了模板的异质结构。

  DOI：

  10.1039/c7cc07158b
• 作为产物：
  描述：

  dimethyl 2,2′-bis(bromomethyl)-[1,1′-biphenyl]-4,4′-dicarboxylate 在 sodium azide 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 2,2′-bis(azidomethyl)-[1,1′-biphenyl]-4,4′-dicarboxylic acid
  参考文献：
  名称：

  多样化多功能低聚芳烃和杂芳烃的模块化合成：量身定制 - 功能材料分子

  摘要：

  描述了通过逐步钯催化硼酸化/Suzuki-Miyaura 交叉偶联反应模块化合成多功能联苯、三联苯和更高级的线性低聚苯二甲酸和吡啶封端的低聚芳烃。几个不同的官能团如叠氮化物、羟基和炔烃，以及在战略位置结合在单个低聚芳烃分子单元中的配位官能端基团（羧酸或吡啶）的存在提供了有利的双重用途。首先，这些化合物可以在复杂多孔晶体材料的构建中用作有用的分子砖（双位有机连接体）。其次，组装成晶体配位网络后，连接子骨架内的正交功能位点从应用角度提供了巨大的潜力，因为它们可以通过广泛的合成后修饰进行修饰，包括叠氮化物-炔烃点击化学。这允许进一步定制超分子组件以产生新型多功能材料。

  DOI：

  10.1002/ejoc.201801232

文献信息

• Conversion of azide to primary amine via Staudinger reaction in metal–organic frameworks
  作者：Shunjiro Nagata、Hiroki Sato、Kouta Sugikawa、Kenta Kokado、Kazuki Sada

  DOI：10.1039/c2ce06633e

  日期：——

  Facile conversion of azide to primary amine in metal–organic frameworks (MOFs) was accomplished by Staudinger reduction. After the reaction, MOFs retained high crystallinity confirmed by X-ray diffraction patterns, meaning a high usability of this method for post-synthetic modification of MOFs. Bulky phosphine groups provided surface-selective modification of MOFs via a reaction between resulting amine groups of MOF and activated ester with fluorescein, illustrated by confocal laser scanning microscope (CLSM) observation. This method opens up new possibilities for the preparation of MOFs having core-shell structures.

  通过施陶丁格还原法，在金属有机框架（MOFs）中实现了叠氮化物到伯胺的简便转化。反应后，经 X 射线衍射图样证实，MOFs 保持了较高的结晶度，这意味着这种方法在 MOFs 的合成后改性方面具有很高的实用性。通过共聚焦激光扫描显微镜（CLSM）观察，MOF 的胺基团和活化酯与荧光素发生反应，大分子膦基团可对 MOF 进行表面选择性修饰。这种方法为制备具有核壳结构的 MOFs 提供了新的可能性。
• METAL-ORGANIC FRAMEWORK/STIMULUS-RESPONSIVE POLYMER COMPOSITE CAPABLE OF CONTROLLING RELEASE OF GUEST
  申请人：National University Corporation Hokkaido University

  公开号：EP3141263A1

  公开（公告）日：2017-03-15

  A metal-organic framework (MOF) having the function of controlling the release of guests is provided in which reversible release control is possible and release control can be rapidly performed and which is capable of accommodating the release of various guest molecules. The metal-organic framework comprises both an organic ligand having two or more functional groups (coordinating functional groups) capable of coordinating to a metal atom and metal ions that combine with the coordinating functional groups of the organic ligand, and has a structure in which one metal ion has combined with two or more of the coordinating functional groups to connect multiple molecules of the organic ligand. The metal-organic framework/stimulus-responsive polymer composite was obtained by affixing a stimulus-responsive polymer to at least some of the surface of the metal-organic framework. The stimulus-responsive polymer may be affixed by bonding to the organic ligand.

  本发明提供了一种具有控制客体释放功能的金属有机框架（MOF），该框架可实现可逆释放控制，并能快速进行释放控制，而且能够容纳各种客体分子的释放。金属有机框架包括具有两个或两个以上能与金属原子配位的官能团（配位官能团）的有机配体和与有机配体的配位官能团结合的金属离子，并具有一个金属离子与两个或两个以上配位官能团结合以连接多个有机配体分子的结构。金属有机框架/刺激响应型聚合物复合材料是通过将刺激响应型聚合物粘贴到金属有机框架的至少部分表面而获得的。刺激响应型聚合物可通过与有机配体键合来粘贴。
• METAL-ORGANIC FRAMEWORK STIMULUS RESPONSIVE POLYMER COMPOSITE CAPABLE OF CONTROLLING RELEASE OF GUEST
  申请人：NATIONAL UNIVERSITY CORPORATION HOKKAIDO UNIVERSITY

  公开号：US20170072070A1

  公开（公告）日：2017-03-16

  A metal-organic framework (MOF) having the function of controlling the release of guests is provided in which reversible release control is possible and release control can be rapidly performed and which is capable of accommodating the release of various guest molecules. The metal-organic framework comprises both an organic ligand having two or more functional groups (coordinating functional groups) capable of coordinating to a metal atom and metal ions that combine with the coordinating functional groups of the organic ligand, and has a structure in which one metal ion has combined with two or more of the coordinating functional groups to connect multiple molecules of the organic ligand. The metal-organic framework/Stimulus-responsive polymer composite was obtained by affixing a stimulus-responsive polymer to at least some of the surface of the metal-organic framework. The stimulus-responsive polymer may be affixed by bonding to the organic ligand.
• Diverse Multi-Functionalized Oligoarenes and Heteroarenes for Porous Crystalline Materials
  作者：Sylvain Grosjean、Zahid Hassan、Christof Wöll、Stefan Bräse

  DOI：10.1002/ejoc.201801232

  日期：2019.2.21

  an advantageous dual‐utility. First, these compounds can serve as useful molecular bricks (ditopic organic linkers) in the construction of complex porous crystalline materials. Second, after the assembly into the crystalline coordination networks, orthogonal functional sites within the linker‐backbone offer tremendous potential from application perspectives as they can be modified by a wide range of

  描述了通过逐步钯催化硼酸化/Suzuki-Miyaura 交叉偶联反应模块化合成多功能联苯、三联苯和更高级的线性低聚苯二甲酸和吡啶封端的低聚芳烃。几个不同的官能团如叠氮化物、羟基和炔烃，以及在战略位置结合在单个低聚芳烃分子单元中的配位官能端基团（羧酸或吡啶）的存在提供了有利的双重用途。首先，这些化合物可以在复杂多孔晶体材料的构建中用作有用的分子砖（双位有机连接体）。其次，组装成晶体配位网络后，连接子骨架内的正交功能位点从应用角度提供了巨大的潜力，因为它们可以通过广泛的合成后修饰进行修饰，包括叠氮化物-炔烃点击化学。这允许进一步定制超分子组件以产生新型多功能材料。
• Box-like gel capsules from heterostructures based on a core–shell MOF as a template of crystal crosslinking
  作者：Takumi Ishiwata、Ayano Michibata、Kenta Kokado、Sylvie Ferlay、Mir Wais Hosseini、Kazuki Sada

  DOI：10.1039/c7cc07158b

  日期：——

  Cubic polymer capsules (PCs) were obtained using a crystal crosslinking (CC) method on core–shell MOF crystals, with a well-defined hollow cubic shape reflecting the heterostructure of the template.

  使用晶体交联（CC）方法在核壳型MOF晶体上制备了立方聚合物胶囊（PCs），具有明确定义的空心立方体形状，反映了模板的异质结构。