4,7,13,16-tetrakis(hydroxymethyl)[2.2]paracyclophane | 70565-93-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 4,7,13,16-tetrakis(hydroxymethyl)[2.2]paracyclophane
• 英文别名: [11,13,15-tris(hydroxymethyl)-5-tricyclo[8.2.2.24,7]hexadeca-1(12),4(16),5,7(15),10,13-hexaenyl]methanol
• CAS: 70565-93-4
• 化学式: C₂₀H₂₄O₄
• 分子量: 328.408
• InChiKey: CPFUNDXPNHCGKM-UHFFFAOYSA-N

物化性质

• 沸点：
  565.2±45.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.92
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,7,13,16-tetrakis(hydroxymethyl)[2.2]paracyclophane 在 对甲苯磺酸 、 溶剂黄146 作用下， 生成 1,2,4,5-[2.2.2.2]环芳
  参考文献：
  名称：

  A study of the synthesis and properties of [2.2.2.2](1,2,4,5)cyclophane

  摘要：

  DOI：

  10.1021/ja00502a032
• 作为产物：
  描述：

  dimethyl[2.2]paracyclophane-4,7-dicarboxylate 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 生成 4,7,13,16-tetrakis(hydroxymethyl)[2.2]paracyclophane
  参考文献：
  名称：

  A study of the synthesis and properties of [2.2.2.2](1,2,4,5)cyclophane

  摘要：

  DOI：

  10.1021/ja00502a032

文献信息

• GRAY R.; BOEKELHEIDE V., J. AMER. CHEM. SOC., 1979, 101, NO 8, 2128-2136
  作者：GRAY R.、 BOEKELHEIDE V.

  DOI：——

  日期：——
• Stepwise Two-Photon-Gated Photochemical Reaction in Photochromic [2.2]Paracyclophane-Bridged Bis(imidazole dimer)
  作者：Katsuya Mutoh、Yuki Nakagawa、Akira Sakamoto、Yoichi Kobayashi、Jiro Abe

  DOI：10.1021/jacs.5b02862

  日期：2015.5.6

  Stepwise two-photon processes not only have great potential for efficient light harvesting but also can provide valuable insights into novel photochemical sciences. Here we have designed a [2.2]paracyclophane-bridged bis(imidazole dimer), a molecule that is composed of two photochromic units and absorbs two photons in a stepwise manner. The absorption of the first photon leads to the formation of a short-lived biradical species (half-life = 88 ms at 298 K), while the absorption of the additional photon by the biradical species triggers a subsequent photochromic reaction to afford a long-lived quinoid species. The short-lived biradical species and the long-lived quinoid species display significantly different absorption spectra and rates of the thermal back-reaction. The stepwise two-photon excitation process in this photochromic system can be initiated even by incoherent continuous-wave light irradiation, indicating that this two-photon reaction is highly efficient. Our molecule based on the bridged bis(imidazole dimer) unit should be a good candidate for multiphoton-gated optical materials.