1,3,3-Trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-[1,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indol-1-ium-2-yl]prop-2-enylidene]indole | 918410-58-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,3,3-Trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-[1,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indol-1-ium-2-yl]prop-2-enylidene]indole
• 英文别名: 1,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-[1,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indol-1-ium-2-yl]prop-2-enylidene]indole
• CAS: 918410-58-9
• 化学式: C₃₇H₅₁B₂N₂O₄
• 分子量: 609.445
• InChiKey: RRHQHQFDNQJLNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.16
• 重原子数：
  45
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-双(4-羧基苯基)碘苯 、 1,3,3-Trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-[1,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indol-1-ium-2-yl]prop-2-enylidene]indole 、 γ-环糊精 在 palladium diacetate potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以2%的产率得到
  参考文献：
  名称：

  Homo- and Hetero-[3]Rotaxanes with Two π-Systems Clasped in a Single Macrocycle

  摘要：

  Here we present the first synthesis of a [3]rotaxane with two dumbbell components threaded through a single gamma-cyclodextrin macrocycle. This synthesis is carried out in two steps: first one dumbbell is synthesized threaded through the macrocycle to give a [2]rotaxane, then a second dumbbell is synthesized through the remaining cavity of the [2]rotaxane. We have synthesized a hetero- [3]rotaxane with one stilbene and one cyanine dye threaded through gamma-cyclodextrin, which exhibits quantitative energy transfer between the two encapsulated dyes. The stilbene [2]rotaxane intermediate in this synthesis has a remarkably high affinity for suitably shaped hydrophobic guests in aqueous solution, facilitating the synthesis of [3]rotaxanes and suggesting possible applications in sensors.

  DOI：

  10.1021/ja0665139
• 作为产物：
  描述：

  、 联硼酸频那醇酯 在 1,1'-双(二苯基膦)二茂铁 、 palladium dichloride potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以62%的产率得到1,3,3-Trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[3-[1,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indol-1-ium-2-yl]prop-2-enylidene]indole
  参考文献：
  名称：

  Homo- and Hetero-[3]Rotaxanes with Two π-Systems Clasped in a Single Macrocycle

  摘要：

  Here we present the first synthesis of a [3]rotaxane with two dumbbell components threaded through a single gamma-cyclodextrin macrocycle. This synthesis is carried out in two steps: first one dumbbell is synthesized threaded through the macrocycle to give a [2]rotaxane, then a second dumbbell is synthesized through the remaining cavity of the [2]rotaxane. We have synthesized a hetero- [3]rotaxane with one stilbene and one cyanine dye threaded through gamma-cyclodextrin, which exhibits quantitative energy transfer between the two encapsulated dyes. The stilbene [2]rotaxane intermediate in this synthesis has a remarkably high affinity for suitably shaped hydrophobic guests in aqueous solution, facilitating the synthesis of [3]rotaxanes and suggesting possible applications in sensors.

  DOI：

  10.1021/ja0665139

文献信息

• Homo- and Hetero-[3]Rotaxanes with Two π-Systems Clasped in a Single Macrocycle
  作者：Eric J. F. Klotz、Tim D. W. Claridge、Harry L. Anderson

  DOI：10.1021/ja0665139

  日期：2006.12.1

  Here we present the first synthesis of a [3]rotaxane with two dumbbell components threaded through a single gamma-cyclodextrin macrocycle. This synthesis is carried out in two steps: first one dumbbell is synthesized threaded through the macrocycle to give a [2]rotaxane, then a second dumbbell is synthesized through the remaining cavity of the [2]rotaxane. We have synthesized a hetero- [3]rotaxane with one stilbene and one cyanine dye threaded through gamma-cyclodextrin, which exhibits quantitative energy transfer between the two encapsulated dyes. The stilbene [2]rotaxane intermediate in this synthesis has a remarkably high affinity for suitably shaped hydrophobic guests in aqueous solution, facilitating the synthesis of [3]rotaxanes and suggesting possible applications in sensors.