2,4,9,11,16,18,23,25,30,32,37,39-Dodecaoxaheptacyclo[38.2.2.25,8.212,15.219,22.226,29.233,36]tetrapentaconta-1(43),5,7,12,14,19,21,26(48),27,29(47),33(46),34,36(45),40(44),41,49,51,53-octadecaene | 142746-20-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2,4,9,11,16,18,23,25,30,32,37,39-Dodecaoxaheptacyclo[38.2.2.25,8.212,15.219,22.226,29.233,36]tetrapentaconta-1(43),5,7,12,14,19,21,26(48),27,29(47),33(46),34,36(45),40(44),41,49,51,53-octadecaene
• CAS: 142746-20-1
• 化学式: C₄₂H₃₆O₁₂
• 分子量: 732.741
• InChiKey: ICVPNTWXIHEAHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  54
• 可旋转键数：
  0
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  二氯甲烷 、 bis(4-hydroxyphenoxy)methane 在 四丁基溴化铵 氢氧化钾 作用下， 反应 48.0h， 生成 2,4,9,11,16,18,23,25-Octaoxapentacyclo[24.2.2.25,8.212,15.219,22]hexatriaconta-1(29),5,7,12,14,19(32),20,22(31),26(30),27,33,35-dodecaene 、 2,4,9,11,16,18,23,25,30,32,37,39-Dodecaoxaheptacyclo[38.2.2.25,8.212,15.219,22.226,29.233,36]tetrapentaconta-1(43),5,7,12,14,19,21,26(48),27,29(47),33(46),34,36(45),40(44),41,49,51,53-octadecaene 、 2,4,9,11,16,18,23,25,30,32,37,39,44,46,51,53-Hexadecaoxanonacyclo[52.2.2.25,8.212,15.219,22.226,29.233,36.240,43.247,50]doheptaconta-1(57),5,7,12,14,19,21,26,28,33(64),34,36(63),40(62),41,43(61),47(60),48,50(59),54(58),55,65,67,69,71-tetracosaene
  参考文献：
  名称：

  From para-dimethoxybenzene toward crown benzenophanes: 1,3,10,14-tetraoxa[3.5]paracyclophane

  摘要：

  The title compound tetraoxa[3.5]paracyclophane (6) has been prepared and studied in order to investigate the evolution of spectroscopic properties in going from the monomer unit p-dimethoxybenzene (9) via the noncyclic bichromophoric reference compound 3b to 6. The X-ray structural analysis of 6 shows that the distance between the two aromatic carbon atoms linked to the smaller bridge is shorter than the van der Waals distance. The resulting electronic interaction is reflected by the perturbation of the UV spectrum of 6 (in particular by a distinct hypochromic effect) and in its charge-transfer complexes with TCNE and TCNQ, as compared to 9 and 3b. The fluorescence quantum yields show significant quenching as compared to 9. This process is related to the formation of a new, structureless red-shifted band with a maximum at 26 670 cm-1, comparable to that of the excimer of 9. From a Stern-Volmer plot the self-quenching rate constant of the latter, k(q) almost-equal-to 1.2 x 10(9) mol-1 s-1 is derived.

  DOI：

  10.1021/jo00046a038

文献信息

• From para-dimethoxybenzene toward crown benzenophanes: 1,3,10,14-tetraoxa[3.5]paracyclophane
  作者：Henning Hopf、Ralf Utermoehlen、Peter G. Jones、Jean Pierre Desvergne、Henri Bouas-Laurent

  DOI：10.1021/jo00046a038

  日期：1992.9

  The title compound tetraoxa[3.5]paracyclophane (6) has been prepared and studied in order to investigate the evolution of spectroscopic properties in going from the monomer unit p-dimethoxybenzene (9) via the noncyclic bichromophoric reference compound 3b to 6. The X-ray structural analysis of 6 shows that the distance between the two aromatic carbon atoms linked to the smaller bridge is shorter than the van der Waals distance. The resulting electronic interaction is reflected by the perturbation of the UV spectrum of 6 (in particular by a distinct hypochromic effect) and in its charge-transfer complexes with TCNE and TCNQ, as compared to 9 and 3b. The fluorescence quantum yields show significant quenching as compared to 9. This process is related to the formation of a new, structureless red-shifted band with a maximum at 26 670 cm-1, comparable to that of the excimer of 9. From a Stern-Volmer plot the self-quenching rate constant of the latter, k(q) almost-equal-to 1.2 x 10(9) mol-1 s-1 is derived.