1-(2,7-Diethynyl-thioxanthen-9-ylidene)-2-methyl-2,3-dihydro-1H-benzo[f]thiochromene | 887603-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 1-(2,7-Diethynyl-thioxanthen-9-ylidene)-2-methyl-2,3-dihydro-1H-benzo[f]thiochromene
• 英文别名: 2,7-Diethynyl-9-(2-methyl-2,3-dihydrobenzo[f]thiochromen-1-ylidene)thioxanthene；2,7-diethynyl-9-(2-methyl-2,3-dihydrobenzo[f]thiochromen-1-ylidene)thioxanthene
• CAS: 887603-57-8
• 化学式: C₃₁H₂₀S₂
• 分子量: 456.632
• InChiKey: IPLHKAJTOOKKME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2,7-Diethynyl-thioxanthen-9-ylidene)-2-methyl-2,3-dihydro-1H-benzo[f]thiochromene 、 2,5-bis(decyloxy)-4-(trimethylsilylethynyl)iodobenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以51%的产率得到2-[2,5-Didecoxy-4-[2-[7-[2-[2,5-didecoxy-4-(2-trimethylsilylethynyl)phenyl]ethynyl]-9-(2-methyl-2,3-dihydrobenzo[f]thiochromen-1-ylidene)thioxanthen-2-yl]ethynyl]phenyl]ethynyl-trimethylsilane
  参考文献：
  名称：

  En Route to a Motorized Nanocar

  摘要：

  With the eventual goal of demonstrating a motorized nanocar, the key structure has been synthesized which bears a light-activated unidirectional molecular motor and an oligo(phenylene ethynylene) chassis and axle system with four carboranes to serve as the wheels. Kinetics studies in solution show that the motor indeed rotates upon irradiation with 365 nm light, and the fullerene-free carborane wheel system is an essential design feature for motor operation.

  DOI：

  10.1021/ol060445d
• 作为产物：
  描述：

  2,7-二溴-9H-噻吨-9-酮 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 甲醇 、 tetraphosphorus decasulfide 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 三甲氧基磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 104.0h， 生成 1-(2,7-Diethynyl-thioxanthen-9-ylidene)-2-methyl-2,3-dihydro-1H-benzo[f]thiochromene
  参考文献：
  名称：

  En Route to a Motorized Nanocar

  摘要：

  With the eventual goal of demonstrating a motorized nanocar, the key structure has been synthesized which bears a light-activated unidirectional molecular motor and an oligo(phenylene ethynylene) chassis and axle system with four carboranes to serve as the wheels. Kinetics studies in solution show that the motor indeed rotates upon irradiation with 365 nm light, and the fullerene-free carborane wheel system is an essential design feature for motor operation.

  DOI：

  10.1021/ol060445d

文献信息

• 10.1002/smll.202402785
  作者：Jiang, Ziwei、Qin, Yunan、Liao, Guohong、Liu, Li、Luo, Yanling、Li, Quan、Guo, Kun

  DOI：10.1002/smll.202402785

  日期：——

  demonstrates the light-activated rotary motion but emits photons with good quantum yield. A semi-quantitative TD-DFT calculation is also conducted to aid the understanding of the competitive photoluminescence and photoisomerization processes of the motor. Cytotoxicity test shows this motor possesses good biocompatibility, laying a solid foundation for applying it in the bio-environment. The results demonstrated

  聚集诱导发射 （AIE） 允许通过分子聚集的简单调节来实现可调的光致发光。沿着这条脉络的研究井喷也为光响应人工分子机器提供了巨大的机会，这些机器将被充分探索以执行多种功能。在此，该研究报告了光驱动的 Feringa 型电机，当处于适当的聚集状态时，不仅表现出光激活的旋转运动，而且发射具有良好量子产率的光子。还进行了半定量 TD-DFT 计算，以帮助理解电机的竞争性光致发光和光异构化过程。细胞毒性试验表明，该马达具有良好的生物相容性，为在生物环境中应用奠定了坚实的基础。结果表明，聚集诱导发射概念和光驱动 Feringa 电机的结合可以导致新型电动 AIEgen 的发现，这将进一步刺激能够执行多功能的更先进分子电机的兴起。
• En Route to a Motorized Nanocar
  作者：Jean-François Morin、Yasuhiro Shirai、James M. Tour

  DOI：10.1021/ol060445d

  日期：2006.4.1

  With the eventual goal of demonstrating a motorized nanocar, the key structure has been synthesized which bears a light-activated unidirectional molecular motor and an oligo(phenylene ethynylene) chassis and axle system with four carboranes to serve as the wheels. Kinetics studies in solution show that the motor indeed rotates upon irradiation with 365 nm light, and the fullerene-free carborane wheel system is an essential design feature for motor operation.
• Construction of Photo‐Responsive Pd ₂ L ₄ ‐Type Nanocages based on Feringa's Second‐Generation Motor and Its Guest Binding Ability for C ₆₀
  作者：Yunan Qin、Jingpeng Xiong、Quan Li、Yuexing Zhang、Ming‐Hua Zeng

  DOI：10.1002/chem.202201821

  日期：2022.10.21

  AbstractWe present the construction of a M2L4‐type metal‐organic nanocage featuring four endohedral Feringa's motor motifs and its adaptive encapsulation towards a C60 guest molecule. The structure of the cage, though complicated on the 1H NMR spectrum due to the adoption of mixed ligands, was unambiguously characterized with a combination of ESI‐MS, 2D DOSY, 13C NMR and particularly the SAXS technique. The molecular motor within the cage demonstrated similar photophysical properties to the uncoordinated one, indicating the motor's function was not compromised when it was anchored in such a confined nanospace. Furthermore, the nanocage showed good guest encapsulation ability towards C60, and a guest induced‐fit behavior of the cage was revealed based on the extensive SAXS analysis and molecular dynamics simulation. The adaptive motorized nanocage reported here represents one of the very few examples of integrating individual motors into a discrete nanoconfined system and offers prospects to achieve its non‐equilibrium functions.