[2,2';6',2'']terpyridine-6,6''-dicarboxylic acid bisanthracen-9-ylamide | 714200-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [2,2';6',2'']terpyridine-6,6''-dicarboxylic acid bisanthracen-9-ylamide
• 英文别名: [2,2';6',2'']terpyridine-6,6''-dicarboxylic acid disanthracene-9-yl-amide；N-anthracen-9-yl-6-[6-[6-(anthracen-9-ylcarbamoyl)pyridin-2-yl]pyridin-2-yl]pyridine-2-carboxamide
• CAS: 714200-18-7
• 化学式: C₄₅H₂₉N₅O₂
• 分子量: 671.758
• InChiKey: BFIXAJFNODCCDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  52
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙腈 、 [2,2';6',2'']terpyridine-6,6''-dicarboxylic acid bisanthracen-9-ylamide 、 zinc trifluoromethanesulfonate 以 乙腈 为溶剂， 生成 [Zn([2,2';6',2'']terpyridine-6,6''-dicarboxylic acid disanthracene-9-yl-amide)(acetonitrile)](CF3SO3)2
  参考文献：
  名称：

  Dynamic Devices. Shape Switching and Substrate Binding in Ion-Controlled Nanomechanical Molecular Tweezers

  摘要：

  As examples of supramolecular devices performing chemical (ionic, molecular) control of binding events and models of related natural systems, two molecular conformational switches are described, which display cation-controlled nanomechanical motion coupled to substrate binding and release. The substrate binding relies on donor/acceptor interactions, provided by intercalation between planar sites located at the extremities of the switching units, whereas cation complexation is responsible for conformational regulation. The terpyridine py-py-py-based receptor is activated toward substrate binding upon complexation of a zinc(II) cation and operates in a two-state process. The replacement of the central pyridine by a 4,6-disubstituted pyridimine as in py-pym-py induces a state reversal and yields a new receptor which binds a substrate in the absence of cation, and releases it when copper(I) is introduced, following a three-step process. These systems represent effector-triggered supramolecular switching devices leading toward multistate nanomechanical chemical systems. These two systems illustrate the use of simple conformational switches in the binding site and allosteric regulation of substrate affinity.

  DOI：

  10.1021/ja031915r
• 作为产物：
  描述：

  [2,2:6,2]四吡啶-6,6-二羧酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 [2,2';6',2'']terpyridine-6,6''-dicarboxylic acid bisanthracen-9-ylamide
  参考文献：
  名称：

  Dynamic Devices. Shape Switching and Substrate Binding in Ion-Controlled Nanomechanical Molecular Tweezers

  摘要：

  As examples of supramolecular devices performing chemical (ionic, molecular) control of binding events and models of related natural systems, two molecular conformational switches are described, which display cation-controlled nanomechanical motion coupled to substrate binding and release. The substrate binding relies on donor/acceptor interactions, provided by intercalation between planar sites located at the extremities of the switching units, whereas cation complexation is responsible for conformational regulation. The terpyridine py-py-py-based receptor is activated toward substrate binding upon complexation of a zinc(II) cation and operates in a two-state process. The replacement of the central pyridine by a 4,6-disubstituted pyridimine as in py-pym-py induces a state reversal and yields a new receptor which binds a substrate in the absence of cation, and releases it when copper(I) is introduced, following a three-step process. These systems represent effector-triggered supramolecular switching devices leading toward multistate nanomechanical chemical systems. These two systems illustrate the use of simple conformational switches in the binding site and allosteric regulation of substrate affinity.

  DOI：

  10.1021/ja031915r