2,3,6,7,10,11-hexakis(dibromomethyl)triphenylene | 1172639-93-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,3,6,7,10,11-hexakis(dibromomethyl)triphenylene
• 英文别名: 2,3,6,7,10,11-Hexakis(dibromomethyl)triphenylene
• CAS: 1172639-93-8
• 化学式: C₂₄H₁₂Br₁₂
• 分子量: 1259.21
• InChiKey: MKYXQYUXOHUJJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-辛基吡咯-2,5-二酮 、 2,3,6,7,10,11-hexakis(dibromomethyl)triphenylene 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以37%的产率得到8,21,34-Trioctyl-8,21,34-triazadecacyclo[26.11.0.02,14.04,12.06,10.015,27.017,25.019,23.030,38.032,36]nonatriaconta-1,3,5,10,12,14,16,18,23,25,27,29,31,36,38-pentadecaene-7,9,20,22,33,35-hexone
  参考文献：
  名称：

  Electron-Deficient Triphenylene and Trinaphthylene Carboximides

  摘要：

  A series of triphenylene and trinaphthylene carboximides were synthesized mainly through Diels-Alder reactions between the in situ generated radialenes and N-alkylmaleimides. High electron affinity was obtained due to the attachment of electron-withdrawing carboximide groups. These disklike molecules can assemble into one-dimensional columnar structures in solid state and their mesophase properties were characterized by DSC, POM, and X-ray diffraction. Long-range ordered columnar phase was observed, qualifying them as potential n-type semiconductors in electronic devices.

  DOI：

  10.1021/ol901041n
• 作为产物：
  描述：

  2,3,6,7,10,11-hexamethyltriphenylene 在 溴 作用下， 以 四氯化碳 为溶剂， 以84%的产率得到2,3,6,7,10,11-hexakis(dibromomethyl)triphenylene
  参考文献：
  名称：

  Electron-Deficient Triphenylene and Trinaphthylene Carboximides

  摘要：

  A series of triphenylene and trinaphthylene carboximides were synthesized mainly through Diels-Alder reactions between the in situ generated radialenes and N-alkylmaleimides. High electron affinity was obtained due to the attachment of electron-withdrawing carboximide groups. These disklike molecules can assemble into one-dimensional columnar structures in solid state and their mesophase properties were characterized by DSC, POM, and X-ray diffraction. Long-range ordered columnar phase was observed, qualifying them as potential n-type semiconductors in electronic devices.

  DOI：

  10.1021/ol901041n

文献信息

• Electron-Deficient Triphenylene and Trinaphthylene Carboximides
  作者：Jun Yin、Hemi Qu、Kai Zhang、Jing Luo、Xiaojie Zhang、Chunyan Chi、Jishan Wu

  DOI：10.1021/ol901041n

  日期：2009.7.16

  A series of triphenylene and trinaphthylene carboximides were synthesized mainly through Diels-Alder reactions between the in situ generated radialenes and N-alkylmaleimides. High electron affinity was obtained due to the attachment of electron-withdrawing carboximide groups. These disklike molecules can assemble into one-dimensional columnar structures in solid state and their mesophase properties were characterized by DSC, POM, and X-ray diffraction. Long-range ordered columnar phase was observed, qualifying them as potential n-type semiconductors in electronic devices.