[1,1`:2`,1``-terphenyl]-4,4``-diboronic acid | 1492058-51-1

• 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: [1,1`:2`,1``-terphenyl]-4,4``-diboronic acid
• 英文别名: [4-[2-(4-Boronophenyl)phenyl]phenyl]boronic acid
• CAS: 1492058-51-1
• 化学式: C₁₈H₁₆B₂O₄
• 分子量: 317.945
• InChiKey: JZLGLKORVMLWLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.38
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3,4-diethyl-5-iodopyrrol-2-yl)-3-(3,4-diethylpyrrol-2-yl)-1,3-propanedione BF2 complex 、 [1,1`:2`,1``-terphenyl]-4,4``-diboronic acid 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 18.0h， 以21%的产率得到
  参考文献：
  名称：

  Chiroptical Control in Helical Receptor–Anion Complexes

  摘要：

  Dimers of appropriately arranged anion-responsive pi-conjugated moieties form helical structures by interaction with chiral anions. Terphenyl-bridged dimers of dipyrrolyldiketone boron complexes show chirality induced by binding L-amino acid anions, as observed by circular dichroism (CD) and circularly polarized luminescence (CPL). The preferred configurations of helical structures depend on the geometries of the terphenyl spacer moieties.

  DOI：

  10.1021/ol402895r
• 作为产物：
  描述：

  4,4''-bis(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-1,1':2',1''-terphenyl 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到[1,1`:2`,1``-terphenyl]-4,4``-diboronic acid
  参考文献：
  名称：

  Chiroptical Control in Helical Receptor–Anion Complexes

  摘要：

  Dimers of appropriately arranged anion-responsive pi-conjugated moieties form helical structures by interaction with chiral anions. Terphenyl-bridged dimers of dipyrrolyldiketone boron complexes show chirality induced by binding L-amino acid anions, as observed by circular dichroism (CD) and circularly polarized luminescence (CPL). The preferred configurations of helical structures depend on the geometries of the terphenyl spacer moieties.

  DOI：

  10.1021/ol402895r

文献信息

• Dynamic Transformation between Covalent Organic Frameworks and Discrete Organic Cages
  作者：Zhen Shan、Xiaowei Wu、Bingqing Xu、You-lee Hong、Miaomiao Wu、Yuxiang Wang、Yusuke Nishiyama、Junwu Zhu、Satoshi Horike、Susumu Kitagawa、Gen Zhang

  DOI：10.1021/jacs.0c11073

  日期：2020.12.23

  We propose a dynamic covalent chemistry (DCC)-induced linker exchange strategy for the structural transformation between covalent organic frameworks (COFs) and cages for the first time. Studies have shown that the COF-to-cage and cage-to-COF transformations were realized by using borate bonds and imine bonds, respectively, as linkages. Self-sorting experiments suggested that borate cages and imine

  我们首次提出了一种动态共价化学 (DCC) 诱导的接头交换策略，用于共价有机框架 (COF) 和笼之间的结构转换。研究表明，COF 到笼子和笼子到 COF 的转换是通过分别使用硼酸盐键和亚胺键作为连接来实现的。自分选实验表明硼酸盐笼和亚胺COFs是热力学最小化合物。这项研究在离散和聚合有机支架之间架起了一座桥梁，拓宽了多孔材料科学的化学和材料知识。
• Shape-Controlled Synthesis and Self-Sorting of Covalent Organic Cage Compounds
  作者：Stefanie Klotzbach、Florian Beuerle

  DOI：10.1002/anie.201502983

  日期：2015.8.24

  efficient formation of, respectively, bipyramidal, tetrahedral, or cubic covalent organic cage compounds in a predictable manner. Investigations on the self‐sorting of ternary mixtures containing two competitive boronic acids revealed either narcissistic or social self‐sorting depending on the stability of the segregated cages relative to feasible three‐component assemblies.

  定向键合方法是一种功能强大的工具，可以在动态共价条件下合理地控制由刚性构建基块构建的三维对象的形状和化学计量。邻苯二酚官能化的三苯并三喹并二苯衍生物在反应位点与二硼酸之间的夹角为60°，120°和180°的90°角的共缩合导致分别形成双锥体，四面体或立方以可预见的方式共价键合有机笼化合物。对包含两种竞争性硼酸的三元混合物的自分类研究表明，自恋或社会自分类取决于隔离笼相对于可行的三组分组件的稳定性。
• Size Determination of Organic Cages by Diffusion NMR Spectroscopy
  作者：Svetlana Ivanova、Paul Adamski、Eva Köster、Louis Schramm、Rebecca Fröhlich、Florian Beuerle

  DOI：10.1002/chem.202303318

  日期：2024.2.12

  Size matters: In a systematic study, a series of organic cages was synthesized, and their molecular size and mass were determined by diffusion-ordered NMR spectroscopy (DOSY). Specific effects of window size and rigid exohedral functionalization revealed insight into structure-diffusion relationships, which could be transferred to literature-known cages and aid for the precise structure elucidation

  尺寸问题：在一项系统研究中，合成了一系列有机笼，并通过扩散有序核磁共振波谱（DOSY）测定了它们的分子尺寸和质量。窗口尺寸和刚性外面功能化的具体影响揭示了对结构扩散关系的洞察，这可以转移到文献已知的笼中，并有助于未来笼的精确结构阐明和性能预测。
• Chiroptical Control in Helical Receptor–Anion Complexes
  作者：Hiromitsu Maeda、Tomohiro Shirai、Yuya Bando、Kazuto Takaishi、Masanobu Uchiyama、Atsuya Muranaka、Tsuyoshi Kawai、Masanobu Naito

  DOI：10.1021/ol402895r

  日期：2013.12.6

  Dimers of appropriately arranged anion-responsive pi-conjugated moieties form helical structures by interaction with chiral anions. Terphenyl-bridged dimers of dipyrrolyldiketone boron complexes show chirality induced by binding L-amino acid anions, as observed by circular dichroism (CD) and circularly polarized luminescence (CPL). The preferred configurations of helical structures depend on the geometries of the terphenyl spacer moieties.