5'H-spiro[cyclohexane-1,6'-dibenzo[b,h][1,6]naphthyridin]-7'(12'H)-one

• 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: 5'H-spiro[cyclohexane-1,6'-dibenzo[b,h][1,6]naphthyridin]-7'(12'H)-one
• 英文别名: spiro[5,12-dihydroquinolino[3,2-c]quinoline-6,1'-cyclohexane]-7-one
• 化学式: C₂₁H₂₀N₂O
• 分子量: 316.403
• InChiKey: BEXPDVKVDROONH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-乙炔基-2-硝基苯 在 铁粉 、 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 mineral oil 为溶剂， 反应 25.0h， 生成 5'H-spiro[cyclohexane-1,6'-dibenzo[b,h][1,6]naphthyridin]-7'(12'H)-one
  参考文献：
  名称：

  Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies

  摘要：

  A heterocycle-to-heterocycle strategy is presented for the preparation of highly fluorescent and solvatochromic dibenzonaphthyridinones (DBNs) via methodology that leads to the formation of a tertiary, spiro-fused carbon center. A linear correlation between the results of photophysical experiments and time dependent density functional theory calculations was observed for the lambda(max) of excitation for DBNs with varying electronic character.

  DOI：

  10.1021/acs.orglett.5b02680

文献信息

• Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies
  作者：Teresa A. Palazzo、Digambara Patra、Joung S. Yang、Elsy El Khoury、Mackenzie G. Appleton、Makhluf J. Haddadin、Dean J. Tantillo、Mark J. Kurth

  DOI：10.1021/acs.orglett.5b02680

  日期：2015.12.4

  A heterocycle-to-heterocycle strategy is presented for the preparation of highly fluorescent and solvatochromic dibenzonaphthyridinones (DBNs) via methodology that leads to the formation of a tertiary, spiro-fused carbon center. A linear correlation between the results of photophysical experiments and time dependent density functional theory calculations was observed for the lambda(max) of excitation for DBNs with varying electronic character.