6,12,18,39-Tetramethyl-3,9,15,21-tetraphenyl-25,29,33,37-tetrapropyl-2,4,8,10,14,16,20,22-octaoxa-3lambda5,9lambda5,15lambda5,21lambda5-tetraphosphanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene 3,9,15,21-tetraoxide | 1027766-96-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 6,12,18,39-Tetramethyl-3,9,15,21-tetraphenyl-25,29,33,37-tetrapropyl-2,4,8,10,14,16,20,22-octaoxa-3lambda5,9lambda5,15lambda5,21lambda5-tetraphosphanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene 3,9,15,21-tetraoxide
• 英文别名: 6,12,18,39-tetramethyl-3,9,15,21-tetraphenyl-25,29,33,37-tetrapropyl-2,4,8,10,14,16,20,22-octaoxa-3λ5,9λ5,15λ5,21λ5-tetraphosphanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene 3,9,15,21-tetraoxide
• CAS: 1027766-96-6
• 化学式: C₆₈H₆₈O₁₂P₄
• 分子量: 1201.18
• InChiKey: PODDLIPQPJHJNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.1
• 重原子数：
  84
• 可旋转键数：
  12
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  6,12,18,39-Tetramethyl-3,9,15,21-tetraphenyl-25,29,33,37-tetrapropyl-2,4,8,10,14,16,20,22-octaoxa-3lambda5,9lambda5,15lambda5,21lambda5-tetraphosphanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene 3,9,15,21-tetraoxide 、 在 乙酰氯 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Hierarchical Self‐Assembly of Luminescent Eu ^III Complexes on Silicon

  摘要：

  AbstractWe have combined the metal‐coordinating features of phenanthroline with the remarkable complexing properties of tetraphosphonate (Tiiii) cavitands towards N‐methylammonium salts with the aim of assembling novel luminescent ternary complexes. The formation of such complexes was first tested in solution: the charged sarcosine derivative 1, bearing a phenanthroline moiety, was complexed by the cavitand Tiiii‐A, followed by coordination of EuIII–tris(β‐diketonate) complex 2. The occurrence of the self‐assembly has been proven by NMR spectroscopy, mass spectrometry and photophysical measurements. The transfer of this binding protocol to the surface showed the complete orthogonality of these interactions, as verified by control experiments on complexation‐inactive surfaces. The formation of the ternary complexes on the silicon surface was monitored by means of X‐ray photoelectron spectroscopy and luminescence spectroscopy. The emission properties of the silicon‐bound Si‐Tiiii‐B·1·2 and the corresponding ternary complex Tiiii‐A·1·2 in solution are similar, which indicates that the transfer of the self‐assembly process onto silicon does not significantly perturb the EuIII coordination environment. The self‐assembly protocol illustrated here can be extended to a wide variety of lanthanide ions and can be implemented for applications in sensing, bioimaging and optoelectronic devices.

  DOI：

  10.1002/ejic.201402117
• 作为产物：
  描述：

  5,11,17,23-Tetramethyl-2,8,14,20-tetrapropylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-4,6,10,12,16,18,22,24-octol 、 苯基二氯化磷 在 吡啶 、 双氧水 作用下， 以 吡啶 、 氯仿 、 水 为溶剂， 反应 3.5h， 以94%的产率得到6,12,18,39-Tetramethyl-3,9,15,21-tetraphenyl-25,29,33,37-tetrapropyl-2,4,8,10,14,16,20,22-octaoxa-3lambda5,9lambda5,15lambda5,21lambda5-tetraphosphanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene 3,9,15,21-tetraoxide
  参考文献：
  名称：

  线性和星形超分子聚合物由主客体驱动的自组装。

  摘要：

  DOI：

  10.1002/anie.200801002

文献信息

• Host-Guest-Driven Copolymerization of Tetraphosphonate Cavitands
  作者：Francesca Tancini、Roger M. Yebeutchou、Laura Pirondini、Rita De Zorzi、Silvano Geremia、Oren A. Scherman、Enrico Dalcanale

  DOI：10.1002/chem.201002237

  日期：2010.12.27

  The outstanding complexing properties of tetraphosphonate cavitands towards N‐methylpyridinium salts were exploited to realise a new class of linear and cyclic AABB supramolecular polymers through host–guest interactions. The effectiveness of the selected self‐association processes was tested by 1H NMR studies, whereas microcalorimetric analyses clarified the binding thermodynamics and revealed the

  利用四膦酸酯空洞分子与N-甲基吡啶鎓盐的杰出络合特性，通过宿主-客体相互作用实现了一类新型的线性和环状AABB超分子聚合物。所选自缔合过程的有效性通过1 H NMR研究进行了测试，而微量热分析则阐明了结合热力学，并揭示了通过影响客体连接子的柔性来调节熵贡献的可能性。尽管通过X射线分析证明了刚性体系中线性聚合物链的形成，但是在非常灵活的对位BB客体共聚单体的情况下，溶液粘度测量表明存在浓度依赖性的环链平衡。
• Proacetylenic Reactivity of a Push-Pull Buta-1,2,3-triene: New Chromophores and Supramolecular Systems
  作者：Yi-Lin Wu、Francesca Tancini、W. Bernd Schweizer、Daniela Paunescu、Corinne Boudon、Jean-Paul Gisselbrecht、Peter D. Jarowski、Enrico Dalcanale、François Diederich

  DOI：10.1002/asia.201100997

  日期：2012.6

  cycloaddition–cycloreversion a NIR‐absorbing zwitterionic chromophore (λmax=825 nm). The cationic charge on the imminium‐type nitrogen in the zwitterion is evidenced by host–guest complexation with a tetraphosphonate cavitand.

  Proacetylenic：苯胺系供体-受体取代butatriene展品不仅cumulene状二聚化，得到[4]轴烯（λ最大= 756纳米），还乙炔状朝向tetracyanoethene（proacetylenic）的反应性，通过[2得到2]环加成，裂环作用一个吸收NIR的两性离子发色团（λ最大= 825纳米）。两性离子在亚胺型氮上的阳离子电荷通过四磷酸钙盐空洞体与客体的络合来证明。
• Host–Guest Driven Self-Assembly of Linear and Star Supramolecular Polymers
  作者：Roger M. Yebeutchou、Francesca Tancini、Nicola Demitri、Silvano Geremia、Raniero Mendichi、Enrico Dalcanale

  DOI：10.1002/anie.200801002

  日期：2008.6.2
• Hierarchical Self‐Assembly of Luminescent Eu ^III Complexes on Silicon
  作者：Kasjan Misztal、Cristina Tudisco、Andrea Sartori、Joanna M. Malicka、Riccardo Castelli、Guglielmo G. Condorelli、Enrico Dalcanale

  DOI：10.1002/ejic.201402117

  日期：2014.6

  AbstractWe have combined the metal‐coordinating features of phenanthroline with the remarkable complexing properties of tetraphosphonate (Tiiii) cavitands towards N‐methylammonium salts with the aim of assembling novel luminescent ternary complexes. The formation of such complexes was first tested in solution: the charged sarcosine derivative 1, bearing a phenanthroline moiety, was complexed by the cavitand Tiiii‐A, followed by coordination of EuIII–tris(β‐diketonate) complex 2. The occurrence of the self‐assembly has been proven by NMR spectroscopy, mass spectrometry and photophysical measurements. The transfer of this binding protocol to the surface showed the complete orthogonality of these interactions, as verified by control experiments on complexation‐inactive surfaces. The formation of the ternary complexes on the silicon surface was monitored by means of X‐ray photoelectron spectroscopy and luminescence spectroscopy. The emission properties of the silicon‐bound Si‐Tiiii‐B·1·2 and the corresponding ternary complex Tiiii‐A·1·2 in solution are similar, which indicates that the transfer of the self‐assembly process onto silicon does not significantly perturb the EuIII coordination environment. The self‐assembly protocol illustrated here can be extended to a wide variety of lanthanide ions and can be implemented for applications in sensing, bioimaging and optoelectronic devices.