| 1303477-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• CAS: 1303477-74-8
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: HEBXDJRERFJLKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  25.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  、 苯甲醛 在 三溴化硼 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 23.5h， 生成
  参考文献：
  名称：

  Synthesis of π-expanded O-chelated boron–dipyrromethene as an NIR dye

  摘要：

  A pi-expanded BODIPY dye with an intramolecular boronate skeleton was synthesized by retro Diets-Alder reaction of the bicyclo[2.2.2]octadiene (BCOD)-fused BODIPY and the subsequent O-chelation. The photophysical and electrochemical properties were examined by UV-vis, fluorescence, CV measurements, and DFT calculation. This BODIPY exhibited the absorption and emission over a visible-NIR region at 600-850 nm. O-chelated BODIPY showed a bathocromic shift compared to F-BODIPYs. This dye showed a bright fluorescence emission at 733 nm with the high phi value of 0.58. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.016
• 作为产物：
  描述：

  ethyl 3-iodo-4,5,6,7-tetrahydro-4,7-ethano-2H-isoindole-1-carboxylate 在 四(三苯基膦)钯 、 sodium carbonate 、 potassium hydroxide 作用下， 以 乙二醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Synthesis of π-expanded O-chelated boron–dipyrromethene as an NIR dye

  摘要：

  A pi-expanded BODIPY dye with an intramolecular boronate skeleton was synthesized by retro Diets-Alder reaction of the bicyclo[2.2.2]octadiene (BCOD)-fused BODIPY and the subsequent O-chelation. The photophysical and electrochemical properties were examined by UV-vis, fluorescence, CV measurements, and DFT calculation. This BODIPY exhibited the absorption and emission over a visible-NIR region at 600-850 nm. O-chelated BODIPY showed a bathocromic shift compared to F-BODIPYs. This dye showed a bright fluorescence emission at 733 nm with the high phi value of 0.58. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.016

文献信息

• Synthesis of π-expanded O-chelated boron–dipyrromethene as an NIR dye
  作者：Yuya Tomimori、Tetsuo Okujima、Tomoko Yano、Shigeki Mori、Noboru Ono、Hiroko Yamada、Hidemitsu Uno

  DOI：10.1016/j.tet.2011.03.016

  日期：2011.5

  A pi-expanded BODIPY dye with an intramolecular boronate skeleton was synthesized by retro Diets-Alder reaction of the bicyclo[2.2.2]octadiene (BCOD)-fused BODIPY and the subsequent O-chelation. The photophysical and electrochemical properties were examined by UV-vis, fluorescence, CV measurements, and DFT calculation. This BODIPY exhibited the absorption and emission over a visible-NIR region at 600-850 nm. O-chelated BODIPY showed a bathocromic shift compared to F-BODIPYs. This dye showed a bright fluorescence emission at 733 nm with the high phi value of 0.58. (C) 2011 Elsevier Ltd. All rights reserved.