(19Z,110Z,79Z,710Z)-19,110,79,710-tetrahydro-2,6,8,12-tetraaza-1,7(9,10)-dianthracena-3,5,9,11(1,4)-tetrabenzenacyclododecaphane | 871682-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (19Z,110Z,79Z,710Z)-19,110,79,710-tetrahydro-2,6,8,12-tetraaza-1,7(9,10)-dianthracena-3,5,9,11(1,4)-tetrabenzenacyclododecaphane
• CAS: 871682-38-1
• 化学式: C₅₄H₃₆N₄
• 分子量: 740.907
• InChiKey: UKACHVFKQKVQBE-SJIZXIQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  58.0
• 可旋转键数：
  0.0
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  49.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (19Z,110Z,79Z,710Z)-19,110,79,710-tetrahydro-2,6,8,12-tetraaza-1,7(9,10)-dianthracena-3,5,9,11(1,4)-tetrabenzenacyclododecaphane 在 tin 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以100%的产率得到2,12,21,31-Tetrazaundecacyclo[30.6.6.613,20.23,6.28,11.222,25.227,30.014,19.033,38.039,44.049,54]octapentaconta-1(39),3(58),4,6(57),8(56),9,11(55),13,15,17,19,22,24,27,29,32(44),33,35,37,40,42,45,47,49,51,53-hexacosaene
  参考文献：
  名称：

  An Electric Cyclophane:  Cavity Control Based on the Rotation of a Paraphenylene by Redox Switching

  摘要：

  Although a free rotation around a single bond gives no mechanical output, it has let us imagine a molecular motor. A para-substituted aromatic ring can be regarded as a rotator with the para-rotation axis. When it is incorporated in a wider pi-conjugated system, a quinoidal structure is generated accompanied by oxidation on the substituted groups at the 1,4-position, and the axis is fixed. A paraphenylenediamine was selected as the nanomechanical molecular module capable of locking and releasing the free rotation using an electrode in solution. We inserted the module into a simple molecular system, cyclophane. It was clarified that the cyclophane was able to open and close its cavity in a reversible redox process repeatedly.

  DOI：

  10.1021/ja055681i
• 作为产物：
  描述：

  蒽醌 、 4,4'-二氨基二苯甲烷 在 三乙烯二胺 、 四氯化钛 作用下， 以 氯苯 为溶剂， 反应 16.0h， 以16%的产率得到
  参考文献：
  名称：

  An Electric Cyclophane:  Cavity Control Based on the Rotation of a Paraphenylene by Redox Switching

  摘要：

  Although a free rotation around a single bond gives no mechanical output, it has let us imagine a molecular motor. A para-substituted aromatic ring can be regarded as a rotator with the para-rotation axis. When it is incorporated in a wider pi-conjugated system, a quinoidal structure is generated accompanied by oxidation on the substituted groups at the 1,4-position, and the axis is fixed. A paraphenylenediamine was selected as the nanomechanical molecular module capable of locking and releasing the free rotation using an electrode in solution. We inserted the module into a simple molecular system, cyclophane. It was clarified that the cyclophane was able to open and close its cavity in a reversible redox process repeatedly.

  DOI：

  10.1021/ja055681i