1,8,9,16-tetraethynyltetraphenylene | 1256939-02-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,8,9,16-tetraethynyltetraphenylene
• 英文别名: 1,8,9,16-Tetraethynyltetraphenylene
• CAS: 1256939-02-2
• 化学式: C₃₂H₁₆
• 分子量: 400.479
• InChiKey: MXCAWZUPZGTYLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,8,9,16-tetraethynyltetraphenylene 、 1,4-bis[2-trans-Pt(PEt3)2Cl]phenylbutadiyne 在 copper(l) chloride Et₂NH 作用下， 以 四氢呋喃 为溶剂， 以10%的产率得到
  参考文献：
  名称：

  Synthesis and Photophysical Studies of Chiral Helical Macrocyclic Scaffolds via Coordination-Driven Self-Assembly of 1,8,9,16-Tetraethynyltetraphenylene. Formation of Monometallic Platinum(II) and Dimetallic Platinum(II)−Ruthenium(II) Complexes

  摘要：

  This paper is concerned with the synthesis and reactions of enantiopure 1,8,9,16-tetraethynyltetraphenylene (3). We obtained 3 in 34% yield through four steps starting from 1,8,9,16-tetrahydroxytetraphenylene (2a) via a functional group interconversion strategy. On the basis of this chiral "helical" building block, three rigid helical macrocycles 14, 15, and 22 were designed. Complexes 14 and 15 were constructed via coordination-driven self-assembly with platinum(II) complexes 8 and 9b, while 22 cannot be obtained successfully. Then macrocycle 28 was designed on the structural basis of 22 to which octyl chains were introduced, in the hope of improving the solubility of the complex. Macrocycle 28 was finally formed and was characterized by NMR spectroscopy, elemental analysis, and electrospray mass spectrometry. For the enantiopure 15 and 28, circular dichroism (CD) spectra also exhibited chiral properties. Complexes 27 aid 28 both exhibited an intense emission band at 621 nm in acetonitrile at 298 K upon excitation at lambda > 420 nm.

  DOI：

  10.1021/ja106599j

文献信息

• Synthesis and Photophysical Studies of Chiral Helical Macrocyclic Scaffolds via Coordination-Driven Self-Assembly of 1,8,9,16-Tetraethynyltetraphenylene. Formation of Monometallic Platinum(II) and Dimetallic Platinum(II)−Ruthenium(II) Complexes
  作者：Fang Lin、Hai-Yan Peng、Jing-Xing Chen、David T. W. Chik、Zongwei Cai、Keith M. C. Wong、Vivian W. W. Yam、Henry N. C. Wong

  DOI：10.1021/ja106599j

  日期：2010.11.24

  This paper is concerned with the synthesis and reactions of enantiopure 1,8,9,16-tetraethynyltetraphenylene (3). We obtained 3 in 34% yield through four steps starting from 1,8,9,16-tetrahydroxytetraphenylene (2a) via a functional group interconversion strategy. On the basis of this chiral "helical" building block, three rigid helical macrocycles 14, 15, and 22 were designed. Complexes 14 and 15 were constructed via coordination-driven self-assembly with platinum(II) complexes 8 and 9b, while 22 cannot be obtained successfully. Then macrocycle 28 was designed on the structural basis of 22 to which octyl chains were introduced, in the hope of improving the solubility of the complex. Macrocycle 28 was finally formed and was characterized by NMR spectroscopy, elemental analysis, and electrospray mass spectrometry. For the enantiopure 15 and 28, circular dichroism (CD) spectra also exhibited chiral properties. Complexes 27 aid 28 both exhibited an intense emission band at 621 nm in acetonitrile at 298 K upon excitation at lambda > 420 nm.