2-(acetylamino)-9,10-dihydro-9-(11-methoxy-4-methylbenzo[c]phenanthren-1-yl)-9,10[1',2']-benzenoanthracene | 289059-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(acetylamino)-9,10-dihydro-9-(11-methoxy-4-methylbenzo[c]phenanthren-1-yl)-9,10[1',2']-benzenoanthracene
• CAS: 289059-08-1
• 化学式: C₄₂H₃₁NO₂
• 分子量: 581.714
• InChiKey: KIHFVIIPNZADAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.61
• 重原子数：
  45.0
• 可旋转键数：
  3.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(acetylamino)-9,10-dihydro-9-(11-methoxy-4-methylbenzo[c]phenanthren-1-yl)-9,10[1',2']-benzenoanthracene 在 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 8.0h， 生成 2-(acetylamino)-9,10-dihydro-9-[11-[2-(methoxymethoxy)ethoxy]-4-methylbenzo[c]phenanthren-1-yl]-9,10[1',2']-benzenoanthracene
  参考文献：
  名称：

  A Rationally Designed Prototype of a Molecular Motor

  摘要：

  A proof of principle of the first rationally designed, chemically powered, molecular-scale motor is described. The thermodynamic considerations leading to the choice of 6a and 7a as the initial prototypes are provided, and the synthesis of 6a and 7a and the separation of them from their atropisomers are detailed. The phosgene-powered unidirectional rotation of 6a to its rotamer 6b is demonstrated. It is further established that shortening the length of the tether (-->7a) changes the rate-limiting step and accelerates the speed of rotation.

  DOI：

  10.1021/ja001048f
• 作为产物：
  描述：

  (E/Z)-2-(acetylamino)-9,10-dihydro-9-[4-methyl-3-[2-(7-methoxy-2-naphthalenyl)ethenyl]phenyl]-9,10[1',2']-benzenoanthracene 在 碘 、 methyloxirane 作用下， 以 苯 为溶剂， 反应 60.0h， 以40%的产率得到2-(acetylamino)-9,10-dihydro-9-(11-methoxy-4-methylbenzo[c]phenanthren-1-yl)-9,10[1',2']-benzenoanthracene
  参考文献：
  名称：

  A Rationally Designed Prototype of a Molecular Motor

  摘要：

  A proof of principle of the first rationally designed, chemically powered, molecular-scale motor is described. The thermodynamic considerations leading to the choice of 6a and 7a as the initial prototypes are provided, and the synthesis of 6a and 7a and the separation of them from their atropisomers are detailed. The phosgene-powered unidirectional rotation of 6a to its rotamer 6b is demonstrated. It is further established that shortening the length of the tether (-->7a) changes the rate-limiting step and accelerates the speed of rotation.

  DOI：

  10.1021/ja001048f