1,6-bis(3,4-dimethoxyphenyl)-7H-furo[4',3',2':4,5]naphtho[1,2,3-de]chromen-7-imine

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 1,6-bis(3,4-dimethoxyphenyl)-7H-furo[4',3',2':4,5]naphtho[1,2,3-de]chromen-7-imine
• 英文别名: 3,11-Bis(3,4-dimethoxyphenyl)-4,13-dioxapentacyclo[8.7.1.12,5.014,18.09,19]nonadeca-1(18),2,5,7,9(19),10,14,16-octaen-12-imine；3,11-bis(3,4-dimethoxyphenyl)-4,13-dioxapentacyclo[8.7.1.12,5.014,18.09,19]nonadeca-1(18),2,5,7,9(19),10,14,16-octaen-12-imine
• 化学式: C₃₃H₂₅NO₆
• 分子量: 531.565
• InChiKey: CEZKTNCHWCJIEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 1,6-bis(3,4-dimethoxyphenyl)-7H-furo[4',3',2':4,5]naphtho[1,2,3-de]chromen-7-imine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以62%的产率得到N-(1,6-bis(3,4-dimethoxyphenyl)-7H-furo[4',3',2':4,5]naphtho[1,2,3-de]chromen-7-ylidene)-1,1,1-trifluoromethanesulfonamide
  参考文献：
  名称：

  Planar, Fluorescent Push–Pull System That Comprises Benzofuran and Iminocoumarin Moieties

  摘要：

  Previously unknown, vertically linked heterocycles comprised of benzofuran and iminocoumarin moieties have been synthesized directly from 1,5-dibenzoyloxyanthraquinone and arylacetonitriles via double Knoevenagel condensation followed by formal HCN elimination. The structural assembly of fully conjugated, electron-rich benzofuran and electron-deficient iminocoumarin is responsible for the strongly polarized nature of these heterocycles which translates into their polarity-sensitive fluorescence.

  DOI：

  10.1021/acs.orglett.5b02042
• 作为产物：
  描述：

  3,4-二甲氧基苯乙腈 、 1,5-di(benzoyloxy)anthraquinone 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以15%的产率得到1,6-bis(3,4-dimethoxyphenyl)-7H-furo[4',3',2':4,5]naphtho[1,2,3-de]chromen-7-imine
  参考文献：
  名称：

  Planar, Fluorescent Push–Pull System That Comprises Benzofuran and Iminocoumarin Moieties

  摘要：

  Previously unknown, vertically linked heterocycles comprised of benzofuran and iminocoumarin moieties have been synthesized directly from 1,5-dibenzoyloxyanthraquinone and arylacetonitriles via double Knoevenagel condensation followed by formal HCN elimination. The structural assembly of fully conjugated, electron-rich benzofuran and electron-deficient iminocoumarin is responsible for the strongly polarized nature of these heterocycles which translates into their polarity-sensitive fluorescence.

  DOI：

  10.1021/acs.orglett.5b02042

文献信息

• Planar, Fluorescent Push–Pull System That Comprises Benzofuran and Iminocoumarin Moieties
  作者：Marek K. Węcławski、Till T. Meiling、Arkadiusz Leniak、Piotr J. Cywiński、Daniel T. Gryko

  DOI：10.1021/acs.orglett.5b02042

  日期：2015.9.4

  Previously unknown, vertically linked heterocycles comprised of benzofuran and iminocoumarin moieties have been synthesized directly from 1,5-dibenzoyloxyanthraquinone and arylacetonitriles via double Knoevenagel condensation followed by formal HCN elimination. The structural assembly of fully conjugated, electron-rich benzofuran and electron-deficient iminocoumarin is responsible for the strongly polarized nature of these heterocycles which translates into their polarity-sensitive fluorescence.