3-[2-[4-[2-[2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthrolin-3-yl]ethynyl]-2,5-bis(decyloxy)-phenyl]ethynyl]-2,9-bis(2,6-dimethoxyphenyl)[1,10]phenanthroline | 1196061-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-[2-[4-[2-[2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthrolin-3-yl]ethynyl]-2,5-bis(decyloxy)-phenyl]ethynyl]-2,9-bis(2,6-dimethoxyphenyl)[1,10]phenanthroline
• 英文别名: 3-[2-[4-[2-[2,9-Bis(2,6-dimethoxyphenyl)-1,10-phenanthrolin-3-yl]ethynyl]-2,5-didecoxyphenyl]ethynyl]-2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthroline；3-[2-[4-[2-[2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthrolin-3-yl]ethynyl]-2,5-didecoxyphenyl]ethynyl]-2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthroline
• CAS: 1196061-63-8
• 化学式: C₈₆H₉₀N₄O₁₀
• 分子量: 1339.68
• InChiKey: AHAVNUHEQWJQJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.4
• 重原子数：
  100
• 可旋转键数：
  36
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  α,α,α-三联吡啶 、 3-[2-[4-[2-[2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthrolin-3-yl]ethynyl]-2,5-bis(decyloxy)-phenyl]ethynyl]-2,9-bis(2,6-dimethoxyphenyl)[1,10]phenanthroline 、 zinc trifluoromethanesulfonate 以 氘代乙腈 为溶剂， 生成
  参考文献：
  名称：

  From 2-Fold Completive to Integrative Self-Sorting: A Five-Component Supramolecular Trapezoid

  摘要：

  The amalgamation of two incomplete self-sorting processes into a process that makes quantitative use of all members of the library is described by 2-fold completive self-sorting. Toward this goal, individual metal-ligand binding scenarios were optimized for high thermodynamic stability and best selectivity, by screening a variety of factors, such as steric and electronic effects, pi-pi interactions, and metal-ion specifics. Using optimized, heteroleptic metal-ligand binding motifs, a library of four different ligands (1, 2, 3, 4) and two different metal ions (Zn2+, Cu+) was set up to assess 2-fold completive self-sorting. Out of 20 different combinations, the self-sorting library ended up with only two metal-ligand complexes in basically quantitative yield. To demonstrate the value of 2-fold completive self-sorting for the formation of nanostructures, the optimized, highly selective binding motifs were implemented into three polyfunctional ligands. Their integrative self-sorting in the presence of Zn2+ and Cu+ led to the clean formation of the supramolecular trapezoid T, a simple but still unknown supramolecular architecture. The dynamic trapezoid T consists of three different ligands with four different donor-acceptor interactions. Its structure was established by H-1 NMR spectroscopy, electrospray ionization mass spectroscopy, and differential pulse voltammetry (DPV) and by exclusion of alternative structures.

  DOI：

  10.1021/ja907185k
• 作为产物：
  描述：

  2,9-bis(2,6-dimethoxyphenyl)-3-ethynyl-[1,10]-phenanthroline 、 1,4-二(癸基氧基)-2,5-二碘苯 在 bis-triphenylphosphine-palladium(II) chloride 、 四丁基氟化铵 作用下， 反应 12.0h， 以66%的产率得到3-[2-[4-[2-[2,9-bis(2,6-dimethoxyphenyl)-1,10-phenanthrolin-3-yl]ethynyl]-2,5-bis(decyloxy)-phenyl]ethynyl]-2,9-bis(2,6-dimethoxyphenyl)[1,10]phenanthroline
  参考文献：
  名称：

  From 2-Fold Completive to Integrative Self-Sorting: A Five-Component Supramolecular Trapezoid

  摘要：

  The amalgamation of two incomplete self-sorting processes into a process that makes quantitative use of all members of the library is described by 2-fold completive self-sorting. Toward this goal, individual metal-ligand binding scenarios were optimized for high thermodynamic stability and best selectivity, by screening a variety of factors, such as steric and electronic effects, pi-pi interactions, and metal-ion specifics. Using optimized, heteroleptic metal-ligand binding motifs, a library of four different ligands (1, 2, 3, 4) and two different metal ions (Zn2+, Cu+) was set up to assess 2-fold completive self-sorting. Out of 20 different combinations, the self-sorting library ended up with only two metal-ligand complexes in basically quantitative yield. To demonstrate the value of 2-fold completive self-sorting for the formation of nanostructures, the optimized, highly selective binding motifs were implemented into three polyfunctional ligands. Their integrative self-sorting in the presence of Zn2+ and Cu+ led to the clean formation of the supramolecular trapezoid T, a simple but still unknown supramolecular architecture. The dynamic trapezoid T consists of three different ligands with four different donor-acceptor interactions. Its structure was established by H-1 NMR spectroscopy, electrospray ionization mass spectroscopy, and differential pulse voltammetry (DPV) and by exclusion of alternative structures.

  DOI：

  10.1021/ja907185k

文献信息

• Metal–Ligand Exchange in a Cyclic Array: The Stepwise Advancement of Supramolecular Complexity
  作者：Manik Lal Saha、Michael Schmittel

  DOI：10.1021/acs.inorgchem.6b02256

  日期：2016.12.5

  Herein, we demonstrate how the supramolecular complexity (evaluated by the degree of self-sorting M) evolves in a chemical cycle of cascaded metallosupramolecular transformations, using abiological self-assembled entities as input signals. Specifically, the successive addition of the supramolecular self-assembled structures S1 and (T2 + S2) to the starting supramolecular two-component equilateral triangle Ti (M = 1) first induced a fusion into the three-component quadrilateral R1 (M = 6) and then to the five-component scalene triangle T3 (M = 16). Upon the addition of the supra molecular input M1 to T3, a notable self-sorting event occurred, leading to regeneration of the triangle T1 along with formation of the scalene triangle T4 (M = 25). This last step closed the cycle of the supramolecular transformations.
• From 2-Fold Completive to Integrative Self-Sorting: A Five-Component Supramolecular Trapezoid
  作者：Kingsuk Mahata、Michael Schmittel

  DOI：10.1021/ja907185k

  日期：2009.11.18

  The amalgamation of two incomplete self-sorting processes into a process that makes quantitative use of all members of the library is described by 2-fold completive self-sorting. Toward this goal, individual metal-ligand binding scenarios were optimized for high thermodynamic stability and best selectivity, by screening a variety of factors, such as steric and electronic effects, pi-pi interactions, and metal-ion specifics. Using optimized, heteroleptic metal-ligand binding motifs, a library of four different ligands (1, 2, 3, 4) and two different metal ions (Zn2+, Cu+) was set up to assess 2-fold completive self-sorting. Out of 20 different combinations, the self-sorting library ended up with only two metal-ligand complexes in basically quantitative yield. To demonstrate the value of 2-fold completive self-sorting for the formation of nanostructures, the optimized, highly selective binding motifs were implemented into three polyfunctional ligands. Their integrative self-sorting in the presence of Zn2+ and Cu+ led to the clean formation of the supramolecular trapezoid T, a simple but still unknown supramolecular architecture. The dynamic trapezoid T consists of three different ligands with four different donor-acceptor interactions. Its structure was established by H-1 NMR spectroscopy, electrospray ionization mass spectroscopy, and differential pulse voltammetry (DPV) and by exclusion of alternative structures.