5,5-difluoro-10-(4-iodophenyl)-3-(2-(5-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)vinyl)-1,7,9-trimethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium | 1204193-20-3

• 英文名称: 5,5-difluoro-10-(4-iodophenyl)-3-(2-(5-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)vinyl)-1,7,9-trimethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
• CAS: 1204193-20-3
• 化学式: C₃₀H₃₂BF₂IN₂O₃S
• 分子量: 676.374
• InChiKey: IQBFORYGGUUTRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 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：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  3-(2-methoxyethoxy)prop-1-yne 、 5,5-difluoro-10-(4-iodophenyl)-3-(2-(5-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)vinyl)-1,7,9-trimethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以43%的产率得到10-(4-iodophenyl)-3-(2-(5-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)vinyl)-5,5-bis(3-(2-methoxyethoxy)prop-1-yn-1-yl)-1,7,9-trimethyl-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
• 作为产物：
  描述：

  5-[2-(2-Methoxyethoxy)ethoxymethyl]thiophene-2-carbaldehyde 、 [1-[(3,5-二甲基-1H-吡咯-2-基)(3,5-二甲基-2H-吡咯-2-亚基)甲基]-4-碘苯](二氟硼烷) 在 哌啶 作用下， 以 甲苯 为溶剂， 以10%的产率得到5,5-difluoro-10-(4-iodophenyl)-3-(2-(5-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)vinyl)-1,7,9-trimethyl-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