3,3'-[1,3-phenylenebis(ethyne-2,1-diyl)]dibenzoic acid | 1224935-34-5

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 环羧酸
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3,3'-[1,3-phenylenebis(ethyne-2,1-diyl)]dibenzoic acid
• 英文别名: 3,3'-[1,3-benzenediyldi(ethynyl)]dibenzoic acid；3,3'-(1,3-Phenylenebis(ethyne-2,1-diyl))dibenzoic acid；3-[2-[3-[2-(3-carboxyphenyl)ethynyl]phenyl]ethynyl]benzoic acid
• CAS: 1224935-34-5
• 化学式: C₂₄H₁₄O₄
• 分子量: 366.373
• InChiKey: NRNMNOGFCMLIFM-UHFFFAOYSA-N

物化性质

• 沸点：
  669.2±50.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

制备方法与用途

该产品专门用于科研用途，作为研究中的化合物。

反应信息

• 作为反应物：
  描述：

  dirhodium tetraacetate 、 3,3'-[1,3-phenylenebis(ethyne-2,1-diyl)]dibenzoic acid 在 sodium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以11.2 mg的产率得到
  参考文献：
  名称：

  一种新型金属-有机铑笼及其制备方法和应用

  摘要：

  本发明涉及有机铑笼催化性反应技术领域，且公开了一种新型的金属‑有机分子铑笼，其由两个双核铑结构单元和四个二羧酸配体构筑，具有灯笼状的结构，可以有效催化叠氮的分子内碳氢键胺化反应，并且催化剂可以循环使用，催化活性并无明显降低，是一种高效的绿色异相催化剂。

  公开号：

  CN116082148A
• 作为产物：
  描述：

  3,3'-[1,3-benzenediyldi(ethynyl)]dibenzoic acid dimethyl ester 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以96.6%的产率得到3,3'-[1,3-phenylenebis(ethyne-2,1-diyl)]dibenzoic acid
  参考文献：
  名称：

  Edge-directed [(M2)2L4] tetragonal metal–organic polyhedra decorated using a square paddle-wheel secondary building unit

  摘要：

  以 C2 对称的二羧酸配体为钳型一级构建单元，开发了一种以 C4 对称的 CuII2(COO)4 桨轮为二级构建单元的四方金属有机多面体（MOPs）边缘定向自组装的一般策略。

  DOI：

  10.1039/b925335a

文献信息

• N-H Insertion Reactions Catalyzed by a Dirhodium Metal-Organic Cage: A Facile and Recyclable Approach for C-N Bond Formation
  作者：Jian Kang、Lianfen Chen、Hao Cui、Li Zhang、Cheng-Yong Su

  DOI：10.1002/cjoc.201600818

  日期：2017.6

  Rh‐Rh bonds [Rh4(pbeddb)4(H2O)2(DMAC)2] (MOC‐18; pbeddb2− = 3,3'‐(1,3‐phenylenebis(ethyne‐2,1‐diyl))dibenzoate) was applied to the N—H insertion reactions with diazo compounds. This method offered an environmentally friendly and highly efficient approach for C—N bond formation.

  基于Rh-Rh键[Rh 4（pbeddb）4（H 2 O）2（DMAC）2 ]（MOC-18; pbeddb 2−  = 3,3'-（1,3-亚苯基）的异质金属有机笼（ethyne-2,1-diyl））dibenzoate）与重氮化合物一起用于NH插入反应。此方法为CN键的形成提供了一种环保且高效的方法。
• A porous metal–organic cage constructed from dirhodium paddle-wheels: synthesis, structure and catalysis
  作者：Lianfen Chen、Tao Yang、Hao Cui、Tao Cai、Li Zhang、Cheng-Yong Su

  DOI：10.1039/c5ta05592j

  日期：——

  A porous metal–organic cage (MOC-Rh-1) with Rh–Rh bonds has been prepared, which can act as a heterogeneous catalyst and promote the intramolecular C–H amination of azides.

  一种具有Rh-Rh键的多孔金属-有机笼（MOC-Rh-1）已经制备完成，可作为异质催化剂，并促进偶氮化物的分子内C-H胺化反应。
• Ligand Bridging-Angle-Driven Assembly of Molecular Architectures Based on Quadruply Bonded Mo−Mo Dimers
  作者：Jian-Rong Li、Andrey A. Yakovenko、Weigang Lu、Daren J. Timmons、Wenjuan Zhuang、Daqiang Yuan、Hong-Cai Zhou

  DOI：10.1021/ja1080794

  日期：2010.12.15

  A systematic exploration of the assembly of Mo-2(O2C-)(4)-based metal-organic molecular architectures structurally controlled by the bridging angles of rigid organic linkers has been performed. Twelve bridging dicarboxylate ligands were designed to be of different sizes with bridging angles of 0, 60, 90, and 120 degrees while incorporating a variety of nonbridging functional groups, and these ligands were used as linkers. These dicarboxylate linkers assemble with quadruply bonded Mo-Mo clusters acting as nodes to give 13 molecular architectures, termed metal-organic polygons/polyhedra with metal cluster node arrangements of a linear shape, triangle, octahedron, and cuboctahedron/anti-cuboctahedron. The syntheses of these complexes have been optimized and their structures determined by single-crystal X-ray diffraction. The results have shown that the shape and size of the resulting molecular architecture can be controlled by tuning the bridging angle and size of the linker, respectively. Functionalization of the linker can adjust the solubility of the ensuing molecular assembly but has little or no effect on the geometry of the product. Preliminary gas adsorption, spectroscopic, and electrochemical properties of selected members were also studied. The present work is trying to enrich metal-containing supramolecular chemistry through the inclusion of well-characterized quadruply bonded Mo-Mo units into the structures, which can widen the prospect of additional electronic functionality, thereby leading to novel properties.
• Edge-directed [(M2)2L4] tetragonal metal–organic polyhedra decorated using a square paddle-wheel secondary building unit
  作者：M. Jaya Prakash、Minhak Oh、Xinfang Liu、Kwi Nam Han、Gi Hun Seong、Myoung Soo Lah

  DOI：10.1039/b925335a

  日期：——

  A general strategy was developed for edge-directed self-assembly of tetragonal metal–organic polyhedra (MOPs) having a C4 symmetry CuII2(COO)4 paddle-wheel as a secondary building unit, using C2 symmetric dicarboxylic ligands as pincer-type primary building units.

  以 C2 对称的二羧酸配体为钳型一级构建单元，开发了一种以 C4 对称的 CuII2(COO)4 桨轮为二级构建单元的四方金属有机多面体（MOPs）边缘定向自组装的一般策略。
• 一种新型金属-有机铑笼及其制备方法和应用
  申请人：肇庆学院

  公开号：CN116082148A

  公开（公告）日：2023-05-09

  本发明涉及有机铑笼催化性反应技术领域，且公开了一种新型的金属‑有机分子铑笼，其由两个双核铑结构单元和四个二羧酸配体构筑，具有灯笼状的结构，可以有效催化叠氮的分子内碳氢键胺化反应，并且催化剂可以循环使用，催化活性并无明显降低，是一种高效的绿色异相催化剂。