3,4-dibutoxyphenylboronic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4-dibutoxyphenylboronic acid
• 英文别名: (3,4-Dibutoxyphenyl)boronic acid
• 化学式: C₁₄H₂₃BO₄
• 分子量: 266.145
• InChiKey: ICTFYAYXMRITQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3,5-三(溴甲基)苯 、 3,4-dibutoxyphenylboronic acid 在 sodium carbonate 、 palladium dichloride 作用下， 以 水 、 丙酮 为溶剂， 反应 84.0h， 以81%的产率得到1,3,5-tri((3,4-dibutoxy)phenylmethyl)benzene
  参考文献：
  名称：

  Facile Bottom-Up Synthesis of Coronene-based 3-Fold Symmetrical and Highly Substituted Nanographenes from Simple Aromatics

  摘要：

  A facile and efficient self-sorting assemble (CSA) strategy has been paved for bottom-up construction of the 3-fold symmetrical and highly substituted hexa-cata-hexabenzocoronenes (c-HBCs), the trithieno analogues, and larger disc-shaped PAHs from simple chemicals using benzylic carbons as tenon joints and a novel FeCl3-mediated AAA process as a key step. The structures of the as-prepared c-HBCs and related NGs were clearly identified by spectral analyses and X-ray crystallographic studies. Moreover, these can be envisaged to serve as new launching platforms for the construction of larger and more complex g-conjugated molecules and supramolecular architectures because of the modifiable and symmetrical decorations.

  DOI：

  10.1021/ja413018f
• 作为产物：
  描述：

  4-bromo-1,2-dibutoxybenzene 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以86%的产率得到3,4-dibutoxyphenylboronic acid
  参考文献：
  名称：

  Facile Bottom-Up Synthesis of Coronene-based 3-Fold Symmetrical and Highly Substituted Nanographenes from Simple Aromatics

  摘要：

  A facile and efficient self-sorting assemble (CSA) strategy has been paved for bottom-up construction of the 3-fold symmetrical and highly substituted hexa-cata-hexabenzocoronenes (c-HBCs), the trithieno analogues, and larger disc-shaped PAHs from simple chemicals using benzylic carbons as tenon joints and a novel FeCl3-mediated AAA process as a key step. The structures of the as-prepared c-HBCs and related NGs were clearly identified by spectral analyses and X-ray crystallographic studies. Moreover, these can be envisaged to serve as new launching platforms for the construction of larger and more complex g-conjugated molecules and supramolecular architectures because of the modifiable and symmetrical decorations.

  DOI：

  10.1021/ja413018f

文献信息

• Novel dibenzo[fg,op]naphthacene discotic liquid crystals: a versatile rational synthesis
  作者：Sandeep Kumar、Jaishri J. Naidu、D. S. Shankar Rao

  DOI：10.1039/b111067p

  日期：2002.4.17

  A rational synthesis for dibenzo[fg,op]naphthacene derivatives (also named as dibenzopyrene) is described. The methodology involves the preparation of a quaterphenyl using a palladium-catalysed cross-coupling of arylboronic acids followed by chemical or photochemical cyclization. The versatility of the process is shown by the formation of various dibenzo[fg,op]naphthacene derivatives having identical or non-identical peripheral chains. All the new compounds exhibit a single mesophase, which has been identified by X-ray diffractometry and optical microscopy as hexagonal columnar (Colh). X-Ray results confirm that hexasubstituted dibenzonaphthacenes are more ordered than octasubstituted derivatives.

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