3,5-diphenyl-8-(2-furyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene | 1361143-94-3

• 英文名称: 3,5-diphenyl-8-(2-furyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
• CAS: 1361143-94-3
• 化学式: C₂₅H₁₇BF₂N₂O
• 分子量: 410.231
• InChiKey: JZOPOYFONWBBQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• sp3杂化的碳原子比例：
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反应信息

• 作为产物：
  描述：

  2,2'-(furan-2-ylmethylene)bis(1H-pyrrole) 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 3,5-diphenyl-8-(2-furyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  Synthesis and electronic properties of meso-furyl boron dipyrromethenes

  摘要：

  Four meso-furyl boron-dipyrromethenes (BODIPYs) were synthesized and characterized. The X-ray structures solved for three meso-furyl BODIPYs indicated the presence of an intramolecular hydrogen bond between meso-furyl 'O' and 'H' of boron-dipyrromethene core resulting in decrease of dihedral angle between the meso-furyl group and boron-dipyrromethene core leading to better electronic interaction. However, the hydrogen bonding is absent in solution as confirmed by NMR studies in different solvents. The presence of meso-furyl group alters the electronic properties of BODIPY which reflected in the down-field shifts in H-1 NMR, bathochromic shifts in absorption and emission bands compared to the meso-tolyl BODIPY. The electrochemical studies indicated that the meso-furyl BODIPYs are easier to reduce compared to meso-tolyl BODIPYs. DFT studies showed that the HOMO-LUMO energy gap is decreased in meso-furyl BODIPYs compared to meso-tolyl BODIPY which is in agreement with the experimental observations. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.11.017