2,7-Bis(7-bromonaphthalen-2-yl)naphthalene | 1449490-08-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,7-Bis(7-bromonaphthalen-2-yl)naphthalene
• 英文别名: 2,7-bis(7-bromonaphthalen-2-yl)naphthalene
• CAS: 1449490-08-7
• 化学式: C₃₀H₁₈Br₂
• 分子量: 538.281
• InChiKey: LNNQUGAOYJZHGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,7-Bis(7-bromonaphthalen-2-yl)naphthalene 在 2,2'-联吡啶 、 bis(1,5-cyclooctadiene)nickel (0) 、 1,5-环辛二烯 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 73.67h， 以19%的产率得到[6]-cyclo-2,7-naphthylene
  参考文献：
  名称：

  Convergent synthesis of hexameric naphthylene macrocycles with dicarboxylic imide appendages

  摘要：

  A series of macrocyclic compounds, [6]cyclo-2,7-naphthylenes ([6]CNAP), composed of six naphthylene units are synthesized through a [3+3] convergent route in good to moderate yields. The synthesis method allowed for the introduction of dicarboxylic imide moieties to the naphthylene units. Crystallographic analysis of a derivative possessing four imide groups showed a trimeric columnar assembly with an alignment of nanometer-sized macrocyclic pores. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.025
• 作为产物：
  描述：

  2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene 、 2,7-二溴萘 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以73%的产率得到2,7-Bis(7-bromonaphthalen-2-yl)naphthalene
  参考文献：
  名称：

  Convergent synthesis of hexameric naphthylene macrocycles with dicarboxylic imide appendages

  摘要：

  A series of macrocyclic compounds, [6]cyclo-2,7-naphthylenes ([6]CNAP), composed of six naphthylene units are synthesized through a [3+3] convergent route in good to moderate yields. The synthesis method allowed for the introduction of dicarboxylic imide moieties to the naphthylene units. Crystallographic analysis of a derivative possessing four imide groups showed a trimeric columnar assembly with an alignment of nanometer-sized macrocyclic pores. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.025

文献信息

• Disilanyl Double-Pillared Bisternaphthyl (^SiDPBT): Synthesis and Interfused Packing Structures with Herringbone and π-Stack Motifs
  作者：Waka Nakanishi、Naoto Matsuyama、Daisuke Hara、Akinori Saeki、Shunpei Hitosugi、Shu Seki、Hiroyuki Isobe

  DOI：10.1002/asia.201402290

  日期：2014.7

  silacyclophane molecule with two disilanyl pillars and two oligoarylene units was synthesized. The molecule was packed in a single crystal with a new motif interfusing π‐stack and herringbone packing structures. The hole transporting ability of the solid was revealed by using the flash‐photolysis time‐resolved microwave conductivity method. The molecular structure, albeit a singly‐bonded arylene macrocycle

  合成了具有两个二甲硅烷基柱和两个低聚亚芳基单元的硅杂环烷分子。该分子被包装在具有新基元的单晶中，该基元将π堆栈和人字形堆积结构相互融合。固体的空穴传输能力通过使用快速光解时间分辨微波电导率法来揭示。分子结构，尽管是单键连接的亚芳基大环，但通过独特的堆积阵列而得以硬化，这通过电荷传输中小的重组能量而有利地促进了固体的空穴传输能力。
• Convergent synthesis of hexameric naphthylene macrocycles with dicarboxylic imide appendages
  作者：Jing Yang Xue、Waka Nakanishi、Daiki Tanimoto、Daisuke Hara、Yuta Nakamura、Hiroyuki Isobe

  DOI：10.1016/j.tetlet.2013.07.025

  日期：2013.9

  A series of macrocyclic compounds, [6]cyclo-2,7-naphthylenes ([6]CNAP), composed of six naphthylene units are synthesized through a [3+3] convergent route in good to moderate yields. The synthesis method allowed for the introduction of dicarboxylic imide moieties to the naphthylene units. Crystallographic analysis of a derivative possessing four imide groups showed a trimeric columnar assembly with an alignment of nanometer-sized macrocyclic pores. (C) 2013 Elsevier Ltd. All rights reserved.