四(4-硼酸基苯基)甲烷 | 153035-55-3

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 四(4-硼酸基苯基)甲烷
• 英文名称: tetra(4-(dihydroxy)boryl)phenylmethane
• 英文别名: TBPM；(Methanetetrayltetrakis(benzene-4,1-diyl))tetraboronic acid；[4-[tris(4-boronophenyl)methyl]phenyl]boronic acid
• CAS: 153035-55-3
• 化学式: C₂₅H₂₄B₄O₈
• 分子量: 495.705
• InChiKey: HUKKNLZHFLXUKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  791.6±70.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.21
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  162
• 氢给体数：
  8
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H319

反应信息

• 作为反应物：
  描述：

  叔丁基(三羟基)硅烷 、 四(4-硼酸基苯基)甲烷 以 1,4-二氧六环 、 甲苯 为溶剂， 生成 [C(C₆H₄)4]3[B₃O₆(SiC(CH₃)3)2]4
  参考文献：
  名称：

  Reticular Synthesis of Covalent Organic Borosilicate Frameworks

  摘要：

  This paper reports the synthesis and characterization of a new crystalline 3D covalent organic framework, COF-202: [C(C6H4)4]3[B3O6 (tBuSi)2]4, formed from condensation of a divergent boronic acid, tetra(4-dihydroxyborylphenyl)methane, and tert-butylsilane triol, tBuSi(OH)3. This framework is constructed through strong covalent bonds (Si-O, B-O) that link triangular and tetrahedral building units to form a structure based on the carbon nitride topology. COF-202 demonstrates high thermal stability, low density, and high porosity with a surface area of 2690 m2 g-1. The design and synthesis of COF-202 expand the type of linkage that could be used to crystallize new materials with extended covalent organic frameworks.

  DOI：

  10.1021/ja805064f
• 作为产物：
  描述：

  四溴四苯甲烷 在 正丁基锂 、 硼酸三甲酯 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以90%的产率得到四(4-硼酸基苯基)甲烷
  参考文献：
  名称：

  铃木-Miyaura偶联反应轻松合成超稳定的多孔芳香构架，以吸附去除有机染料

  摘要：

  具有坚固结构，高稳定性和高表面积的多孔芳族骨架（PAF）引起了各个领域科学家的强烈兴趣。但是，关于PAF吸附有机染料的报道仍然很少。在这项工作中，通过Suzuki-Miyaura偶联反应，将四面体（四节点）单体与一系列三节点单体聚合，从而轻松合成了四个新的PAF。所有获得的材料均具有分层的多孔结构，并显示出高的热稳定性和化学稳定性。确定这些PAF的Brunauer-Emmett-Teller（BET）表面积对于PAF-111为857 m 2  g -1，对于PAF-112A为526 m 2  g -1，对于PAF-112B为725 m 2  g -1，对于PAF-113为598 m 2  g -1。选择罗丹明B作为模型有机染料，以测试所得PAF材料的吸附能力。PAF-111对罗丹明B的最大吸附容量为1666 mg g -1（167 wt％），这是迄今为止报道的多孔有机材料的最高值。值得注意

  DOI：

  10.1002/chem.201805713

文献信息

• Task-specific design of a hierarchical porous aromatic framework as an ultrastable platform for large-sized catalytic active site binding
  作者：Jin-Shi Sun、Li-Ping Jing、Yuyang Tian、Fuxing Sun、Peng Chen、Guangshan Zhu

  DOI：10.1039/c7cc09767k

  日期：——

  An amine-tagged hierarchical PAF (PAF70-NH2) with narrowly distributed mesopores and ultra-stability was synthesized and used as a platform to bind thiourea catalytic sites for completely recyclable heterogeneous organocatalysis.

  一种带有胺基标记的分层PAF (PAF70-NH2)，具有狭窄分布的介孔和超稳定性，被合成并用作平台来结合硫脲催化位点，用于完全可回收的异相有机催化。
• Metalation of a Mesoporous Three-Dimensional Covalent Organic Framework
  作者：Luke A. Baldwin、Jonathan W. Crowe、David A. Pyles、Psaras L. McGrier

  DOI：10.1021/jacs.6b10316

  日期：2016.11.23

  Constructing metalated three-dimensional (3D) covalent organic frameworks is a challenging synthetic task. Herein, we report the synthesis and characterization of a highly porous (SABET = 5083 m2 g-1) 3D COF with a record low density (0.13 g cm-3) containing π-electron conjugated dehydrobenzoannulene (DBA) units. Metalation of DBA-3D-COF 1 with Ni to produce Ni-DBA-3D-COF results in a minimal reduction

  构建金属化三维 (3D) 共价有机框架是一项具有挑战性的合成任务。在此，我们报告了一种高度多孔 (SABET = 5083 m2 g-1) 3D COF 的合成和表征，该 COF 具有创纪录的低密度 (0.13 g cm-3)，其中包含 π 电子共轭脱氢苯并环烯 (DBA) 单元。DBA-3D-COF 1 与 Ni 金属化以产生 Ni-DBA-3D-COF 导致材料表面积的最小减少 (SABET = 4763 m2 g-1)，因为金属在腔内结合DBA 单元，并保持结晶度。两种 3D DBA-COF 还显示出对乙烷和乙烯气体的巨大吸收能力。
• Molecular Tectonics. Use of the Hydrogen Bonding of Boronic Acids To Direct Supramolecular Construction
  作者：Jean-Hugues Fournier、Thierry Maris、James D. Wuest、Wenzhuo Guo、Elena Galoppini

  DOI：10.1021/ja0276772

  日期：2003.1.1

  Tetraboronic acids 1 and 2 have four -B(OH)(2) groups oriented tetrahedrally by cores derived from tetraphenylmethane and tetraphenylsilane. Crystallization produces isostructural diamondoid networks held together by hydrogen bonding of the -B(OH)(2) groups, in accord with the tendency of simple arylboronic acids to form cyclic hydrogen-bonded dinners in the solid state. Five-fold interpenetration of the networks is observed, but 60% and 64% of the volumes of crystals of tetraboronic acids 1 and 2, respectively, remain available for the inclusion of disordered guests. Guests occupy two types of interconnected channels aligned with the a and b axes; those in crystals of tetraphenylmethane 1 measure approximately 5.9 x 5.9 Angstrom(2) and 5.2 x 8.6 Angstrom(2) in cross section at the narrowest points, whereas those in Crystals of tetraphenylsilane 2 are approximately 6.4 x 6.4 Angstrom(2) and 6.4 x 9.0 Angstrom(2). These channels provide access to the interior and permit guests to be exchanged quantitatively without loss of crystallinity. Because the Si-C bonds at the core of tetraboronic acid 2 are longer (1.889(3) Angstrom) than the C-C bonds at the core of tetraboronic acid 1 (1.519(6) Angstrom), the resulting network is expanded rationally. By associating to form robust isostructural networks with predictable architectures and properties of porosity, compounds 1 and 2 underscore the usefulness of molecular tectonics as a strategy for making ordered materials.
• Orthogonal Photoswitching in a Porous Organic Framework
  作者：Jinyu Sheng、Jacopo Perego、Silvia Bracco、Piotr Cieciórski、Wojciech Danowski、Angiolina Comotti、Ben L. Feringa

  DOI：10.1002/anie.202404878

  日期：2024.6.3

  The development of photoresponsive systems with non‐invasive orthogonal control by distinct wavelengths of light is still in its infancy. In particular, the design of photochemically triggered‐orthogonal systems integrated into solid materials that enable multiple dynamic control over their properties remains a longstanding challenge. Here, we report the orthogonal and reversible control of two types of photoswitches in an integrated solid porous framework, that is, visible‐light responsive o‐fluoroazobenzene and nitro‐spiropyran motifs. The properties of the constructed material can be selectively controlled by different wavelengths of light thus generating four distinct states providing a basis for dynamic multifunctional materials. Solid‐state NMR spectroscopy demonstrated the selective transformation of the azobenzene switch in the bulk, which in turn modulates N2 and CO2 adsorption.
• WO2023/199851
  申请人：——

  公开号：——

  公开（公告）日：——