10-(4-bromophenyl)-5,5-difluoro-3-(thiophen-2-yl)-7-(p-tolyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium | 1204193-19-0

• 英文名称: 10-(4-bromophenyl)-5,5-difluoro-3-(thiophen-2-yl)-7-(p-tolyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
• CAS: 1204193-19-0
• 化学式: C₂₆H₁₈BBrF₂N₂S
• 分子量: 519.22
• InChiKey: FVNPSLXMPAEJHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  3,5-dichloro-8-(4'-bromophenyl)-4,4-difluoro-4-bora-3a,4a-indacene 、 4-甲苯硼酸 、 噻吩-2-硼酸频哪醇酯 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 6.0h， 以34%的产率得到10-(4-bromophenyl)-5,5-difluoro-3-(thiophen-2-yl)-7-(p-tolyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  Versatile synthetic methods for the engineering of thiophene-substituted Bodipy dyes

  摘要：

  Novel thienyl-borondiazadipyrromethene (Bodipy) dyes have been prepared using boronic acids or boronate reagents as cross-coupling mediators. A key dichloro/bromo-Bodipy starting material appears to be a useful starting material for such coupling reactions, enabling the synthesis of various symmetrically and unsymmetrically substituted thienyl-dyes. An alternative means of introducing thienyl substituents is through Knoevenagel substitution in the 3 and 5 positions of Bodipy by reaction with a formyl-functionalized thiophene derivative, resulting in systems of extended delocalization. All these Bodipy derivatives are stable and exhibit pronounced fluorescence on irradiation in the S-0 -> S-1 transition. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.163