4,4',4''-(phenylsilanetriyl)tribenzoic acid | 61414-17-3

• 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: 4,4',4''-(phenylsilanetriyl)tribenzoic acid
• 英文别名: 4,4',4''-(Phenylsilanetriyl)tribenzoic acid；4-[bis(4-carboxyphenyl)-phenylsilyl]benzoic acid
• CAS: 61414-17-3
• 化学式: C₂₇H₂₀O₆Si
• 分子量: 468.538
• InChiKey: DJBLEOPDQNRRQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,4',4''-(phenylsilanetriyl)tribenzoic acid 在 草酰氯 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 12.0h， 生成 4,4',4''-(phenylsilanetriyl)tribenzoyl chloride
  参考文献：
  名称：

  1,3,4-Oxadiazole Containing Silanes as Novel Hosts for Blue Phosphorescent Organic Light Emitting Diodes

  摘要：

  Five rigid oxadiazole (OXD) containing silanes, denoted 1-5, have been developed with high morphological stability. Disruption of the pi-aromatic conjugation by introduction of Si atoms leads to a large band gap and high triplet energy. Among the OXDs we studied, 2,5-bis(triphenylsilylphenyl)-1,3,4-oxadiazole 5 is the best host for Flrpic, with a phosphorescent organic light emitting diode (PHOLED) turn-on voltage of 6.9 V, maximum luminance of 5124 cd/m(2), current efficiency of 39.9 cd/A, and external quantum efficiency of 13.1%. Special molecular stacking in the single crystal of 5 was discussed.

  DOI：

  10.1021/ol301734a
• 作为产物：
  描述：

  苯基三氯硅烷 在 吡啶 、 potassium permanganate 、 正丁基锂 作用下， 以 乙醚 、 水 为溶剂， 反应 4.0h， 生成 4,4',4''-(phenylsilanetriyl)tribenzoic acid
  参考文献：
  名称：

  Entangled Uranyl Organic Frameworks with (10,3)-b Topology and Polythreading Network: Structure, Luminescence, and Computational Investigation

  摘要：

  Two 3D uranyl organic frameworks (UOFs) with entangled structures, (HPhen)(2)[(UO2)(2)L-2]center dot 4.5H(2)O (1) and [(UO2)(3) (H2O)(4)L-2]center dot 6H(2)O (2), were synthesized using a rigid tripodal linker (4,4',4 ''-(phenylsilanetriyl)tribenzoic acid, H3L). Compound 1 represents a 2-fold interpenetrating UOF with the unique (10,3)-b topology. Compound 2 is composed of three interlocked sets of identical singlet networks and thus exhibits a rare 3D polythreading network with (3,4)-connected topology. These two compounds have been characterized by IR, UV-vis, and photoluminescent spectroscopy. A density functional theory (DFT) study on the model compounds of 1 and 2 shows good agreement of structural parameters and U=O stretching vibrational frequencies with experimental data. The experimentally measured absorption bands were well reproduced by the time-dependent DFT calculations.

  DOI：

  10.1021/acs.inorgchem.6b00582

文献信息

• Conformational 2-Fold Interpenetrated Uranyl Supramolecular Isomers Based on (6,3) Sheet Topology: Structure, Luminescence, and Ion Exchange
  作者：Chao Liu、Chao Wang、Zhong-Ming Sun

  DOI：10.1021/acs.inorgchem.8b02696

  日期：2018.12.17

  Six new 2-fold interpenetrated uranyl coordination polymers with two distinct types of (6,3)-net layers, (H3O)[(UO2)(L)]·H2O (1), (Hbipy)[(UO2)(L)]·H2O (2), (Hbib)[(UO2)(L)]·H2O (3), (H2dib)[(UO2)2(L)2]·H2O (4), [Zn(H2O)6][(UO2)2(L)2]·5H2O (5), and (NH4)[(UO2)(L)]·H2O (6), (bipy = 2,2′-bipyridine, bib = 4,4′-di(1H-imidazol-1-yl)-1,1′-biphenyl, and dib = 1,4-di(1H-imidazol-1-yl)benzene), were hydrothermally

  具有两种不同类型的（6,3）-净层（H 3 O）[（UO 2）（L）]·H 2 O（1），（Hbipy）[（ UO 2）（L）]·H 2 O（2），（Hbib）[（UO 2）（L）]·H 2 O（3），（H 2 dib）[（UO 2）2（L）2 ]·H 2 O（4），[Zn（H 2 O）6 ] [（UO 2）2（L）2 ]·5H 2 O（5）和（NH 4）[（UO 2）（L）]·H 2 O（6），（bipy = 2,2'-联吡啶，bib = 4,4'-di（1 H-咪唑-1- yl）-1,1'-联苯和dib = 1,4-二（1 H-咪唑-1-基）苯）是由三脚架多羧酸酯配体三（4-羧苯基）苯基硅烷（H 3 L），使用不同的含氮有机模板作为堆叠模板和电荷补偿器。结构分析表明，由于相同的骨架组成但羧酸盐配体的构象不同，这些化合物包含两组构象的超分子异构体。化合物1–6的固态发射光谱被记录。离子交
• Occurrence of polyoxouranium motifs in uranyl organic networks constructed by using silicon-centered carboxylate linkers: structures, spectroscopy and computation
  作者：Chao Liu、Xin-Xue Yang、Shuai Niu、Xiao-Yi Yi、Qing-Jiang Pan

  DOI：10.1039/d0dt00379d

  日期：——

  Four polyoxouranium-based uranyl carboxylates have been synthesized based on silicon-centered carboxylate linkers. Oligomerization of the uranyl units from tetrameric unit, to octameric motif and ultimately infinite polyoxouranium chain was observed.

  基于硅中心的羧酸酯连接物，合成了四种基于多聚氧铀的尿酰基羧酸酯化合物。观察到尿酰基单元从四聚体单元聚合到八聚体结构，最终形成无限的多聚氧铀链。
• Metal-Organic Frameworks from Dipodal and Tripodal Silicon-Centered Tetrahedral Ligands
  作者：Zhongqiang Liu、Charlotte L. Stern、Joseph B. Lambert

  DOI：10.1021/om800678g

  日期：2009.1.12

  Six metal-organic frameworks from organic systems with tetrahedral geometry have been prepared and their crystal structures solved. The organic portions contain different central atoms (M = S, C, Si), a common binding group (4-carboxyphenyl), and a sterically variable series of nonbinding groups (H, =O, CF3, phenyl, and tolyl). Five of these systems are dipodal, with two carboxyphenyl groups, and one is tripodal, with three. Dipodal systems with small, nonbinding groups produced two-dimensional, layered structures with medium void percentages. The nonbinding groups are positioned away from the voids. Dipodal systems with large (aryl), nonbinding groups produced three-dimensional networks with larger void percentages. The nonbinding aryl groups are directed into the voids, where they line the surfaces. The single tripodal case produced a two-dimensional, layered structure with a high void percentage. The pore sizes and shapes are tailored by and for the nonbinding groups.
• 1,3,4-Oxadiazole Containing Silanes as Novel Hosts for Blue Phosphorescent Organic Light Emitting Diodes
  作者：Man-kit Leung、Wan-Hsi Yang、Ching-Nan Chuang、Jiun-Haw Lee、Chi-Feng Lin、Mao-Kuo Wei、Yu-Hao Liu

  DOI：10.1021/ol301734a

  日期：2012.10.5

  Five rigid oxadiazole (OXD) containing silanes, denoted 1-5, have been developed with high morphological stability. Disruption of the pi-aromatic conjugation by introduction of Si atoms leads to a large band gap and high triplet energy. Among the OXDs we studied, 2,5-bis(triphenylsilylphenyl)-1,3,4-oxadiazole 5 is the best host for Flrpic, with a phosphorescent organic light emitting diode (PHOLED) turn-on voltage of 6.9 V, maximum luminance of 5124 cd/m(2), current efficiency of 39.9 cd/A, and external quantum efficiency of 13.1%. Special molecular stacking in the single crystal of 5 was discussed.
• Entangled Uranyl Organic Frameworks with (10,3)-<i>b</i> Topology and Polythreading Network: Structure, Luminescence, and Computational Investigation
  作者：Chao Liu、Chao-Ying Gao、Weiting Yang、Fang-Yuan Chen、Qing-Jiang Pan、Jiyang Li、Zhong-Ming Sun

  DOI：10.1021/acs.inorgchem.6b00582

  日期：2016.6.6

  Two 3D uranyl organic frameworks (UOFs) with entangled structures, (HPhen)(2)[(UO2)(2)L-2]center dot 4.5H(2)O (1) and [(UO2)(3) (H2O)(4)L-2]center dot 6H(2)O (2), were synthesized using a rigid tripodal linker (4,4',4 ''-(phenylsilanetriyl)tribenzoic acid, H3L). Compound 1 represents a 2-fold interpenetrating UOF with the unique (10,3)-b topology. Compound 2 is composed of three interlocked sets of identical singlet networks and thus exhibits a rare 3D polythreading network with (3,4)-connected topology. These two compounds have been characterized by IR, UV-vis, and photoluminescent spectroscopy. A density functional theory (DFT) study on the model compounds of 1 and 2 shows good agreement of structural parameters and U=O stretching vibrational frequencies with experimental data. The experimentally measured absorption bands were well reproduced by the time-dependent DFT calculations.