3,3',5,5'-tetrakis(4-formylphenyl)bimesityl | 868046-55-3

• 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: 3,3',5,5'-tetrakis(4-formylphenyl)bimesityl
• 英文别名: 5',5''-Bis(4-formylphenyl)-2',2'',4',4'',6',6''-hexamethyl-[1,1':3',1'':3'',1'''-quaterphenyl]-4,4'''-dicarbaldehyde；4-[3-[3,5-bis(4-formylphenyl)-2,4,6-trimethylphenyl]-5-(4-formylphenyl)-2,4,6-trimethylphenyl]benzaldehyde
• CAS: 868046-55-3
• 化学式: C₄₆H₃₈O₄
• 分子量: 654.805
• InChiKey: ZOTSXCRJKLOHJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  50
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  3,3',5,5'-tetrakis(4-formylphenyl)bimesityl 在 Oxone 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以82%的产率得到5',5''-bis(4-carboxyphenyl)-2',2'',4',4'',6',6''-hexamethyl-[1,1':3',1'':3'',1'''-quaterphenyl]-4,4'''-dicarboxylic acid
  参考文献：
  名称：

  Three-Dimensional Four-Connecting Organic Scaffolds with a Twist:  Synthesis and Self-Assembly

  摘要：

  We have synthesized a novel class of four-connecting three-dimensional molecular scaffolds 2-5 based on biaryls for supramolecular self-assembly. The X-ray crystal structure analysis of 2 with ethanol reveals a novel O-H center dot center dot center dot O hydrogen-bonded helical self-assembly in three dimensions leading to the generation of channels in the crystal lattice, The tetraacid 3 also forms analogous channels in which the solvent molecules, viz., DMSO and H2O, reside. The structures of 2 and 3 amply illustrate the potential of three-dimensional four-connecting biaryls in developing functional mimics of inorganic zeolites.

  DOI：

  10.1021/jo051205z
• 作为产物：
  描述：

  bimesityl 在 硫酸 四(三苯基膦)钯 、 碘 、 硝酸 、 碳酸氢钠 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 19.0h， 生成 3,3',5,5'-tetrakis(4-formylphenyl)bimesityl
  参考文献：
  名称：

  Three-Dimensional Four-Connecting Organic Scaffolds with a Twist:  Synthesis and Self-Assembly

  摘要：

  We have synthesized a novel class of four-connecting three-dimensional molecular scaffolds 2-5 based on biaryls for supramolecular self-assembly. The X-ray crystal structure analysis of 2 with ethanol reveals a novel O-H center dot center dot center dot O hydrogen-bonded helical self-assembly in three dimensions leading to the generation of channels in the crystal lattice, The tetraacid 3 also forms analogous channels in which the solvent molecules, viz., DMSO and H2O, reside. The structures of 2 and 3 amply illustrate the potential of three-dimensional four-connecting biaryls in developing functional mimics of inorganic zeolites.

  DOI：

  10.1021/jo051205z

文献信息

• Three-dimensional porphyrin-based covalent organic frameworks with tetrahedral building blocks for single-site catalysis
  作者：Yong Liu、Xiaodong Yan、Tao Li、Wen-Da Zhang、Qiu-Ting Fu、Hui-Shu Lu、Xuan Wang、Zhi-Guo Gu

  DOI：10.1039/c9nj04017j

  日期：——

  various solutions. Due to the large surface area and the appropriate pore size, PCOF-Fe exhibited excellent biocatalytic catalytic performance, while PCOF-Co exhibited good electrocatalytic activity towards oxygen evolution reactions. These results indicate that 3D porphyrin-based COFs constructed from the tetrahedral building block with steric hindrance are promising candidates for single-site catalysis

  两个三维（3D）卟啉的共价有机骨架，PCOF-1和PCOF-2 ，合成通过的亚胺缩合的平面卟啉四胺（TAPP或TABPP）和基于的3,3位阻的刚性四面体醛' ，5，5′-四（4-甲酰基苯基）二甲磺酰基（TFBM）。通过FT-IR和13 C CP-MAS固态NMR光谱研究了PCOF-1和PCOF-2的结构。粉末X射线衍射图显示出明显的结晶度，在PCOF-1的3.28°和3.75°处有两个强峰，在PCOF-2的2.63°和2.98°处有两个强峰。。结构仿真证实了它们的3D金红石型（pts）拓扑结构具有两种不同的孔径。X射线单晶衍射显示，构造块TFBM的扭曲四面体结构具有两个119°和107.8°的二面角，而模型化合物（MC）的平面正方形结构具有176.5°的扩展角。PCOF-1和PCOF-2的Brunauer-Emmett-Teller（BET）表面积分别为316和234 m 2 g -1。用
• Nondoped Pure-Blue OLEDs Based on Amorphous Phenylenevinylene-Functionalized Twisted Bimesitylenes
  作者：Jarugu Narasimha Moorthy、Parthasarathy Venkatakrishnan、Palani Natarajan、Zhenghuan Lin、Tahsin J. Chow

  DOI：10.1021/jo1001565

  日期：2010.4.16

  The twisted bimesitylene scaffold hinders crystallization and imparts amorphous nature to the oligophenylenevinylenes (OPVs) generated by 2- and/or 4-fold functionalization. The resultant phenylenevinylenes 1-5 with unique molecular topology exhibit excellent thermal and solid-state luminescence properties. The amorphous nature permits their application as pure-blue emissive materials in OLEDs. Under nondoped conditions, the device performances observed surpass those for analogous and simple oligophenylenevinylenes known so far; for example, the device based on OPV 2 as an emitting material and structurally analogous Bim-DPAB as a hole-transporting material yields pure-blue electroluminescence with an external quantum efficiency of ca. 4.70% at 20 mA/cm(2), which is higher than those reported for nondoped pure-blue OPV emitters.