2,2-Difluoro-5,11-bis(2-phenylphenyl)-8-(2,4,6-trimethylphenyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene | 1356355-16-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,2-Difluoro-5,11-bis(2-phenylphenyl)-8-(2,4,6-trimethylphenyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 1356355-16-2
• 化学式: C₄₂H₃₃BF₂N₂
• 分子量: 614.545
• InChiKey: KPCODAPEIQHVOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.59
• 重原子数：
  47
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  7.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-Difluoro-5,11-bis(2-phenylphenyl)-8-(2,4,6-trimethylphenyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene 在 三氟化硼乙醚 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以65%的产率得到2,2-Difluoro-20-(2,4,6-trimethylphenyl)-3-aza-1-azonia-2-boranuidanonacyclo[19.15.0.03,19.04,17.05,10.011,16.023,36.024,29.030,35]hexatriaconta-1(36),4(17),5,7,9,11,13,15,18,20,22,24,26,28,30,32,34-heptadecaene
  参考文献：
  名称：

  Facile Synthesis of Biphenyl-Fused BODIPY and Its Property

  摘要：

  A biphenyl-fused BODIPY was synthesized through a facile oxidative cyclization of peripheral aryl-substituents at the beta-position of the BODIPY unit. The extended pi-system of the fused BODIPY induces near-infrared (NIR) absorption and strong pi-pi interactions in the solid state. These features are beneficial for the application of the dye as a functional material. The biphenyl-fused BODIPY dye was demonstrated to exhibit photocurrent conversion ability on the basis of its n-type semiconducting property.

  DOI：

  10.1021/ol2033916
• 作为产物：
  描述：

  5,11-Dibromo-2,2-difluoro-8-(2,4,6-trimethylphenyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene 、 2-联苯硼酸 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 tri-tert-butylphosphonium tetrafluoroborate 、 caesium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以82%的产率得到2,2-Difluoro-5,11-bis(2-phenylphenyl)-8-(2,4,6-trimethylphenyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
  参考文献：
  名称：

  Facile Synthesis of Biphenyl-Fused BODIPY and Its Property

  摘要：

  A biphenyl-fused BODIPY was synthesized through a facile oxidative cyclization of peripheral aryl-substituents at the beta-position of the BODIPY unit. The extended pi-system of the fused BODIPY induces near-infrared (NIR) absorption and strong pi-pi interactions in the solid state. These features are beneficial for the application of the dye as a functional material. The biphenyl-fused BODIPY dye was demonstrated to exhibit photocurrent conversion ability on the basis of its n-type semiconducting property.

  DOI：

  10.1021/ol2033916

文献信息

• Facile Synthesis of Biphenyl-Fused BODIPY and Its Property
  作者：Yosuke Hayashi、Naoki Obata、Masatomo Tamaru、Shigeru Yamaguchi、Yutaka Matsuo、Akinori Saeki、Shu Seki、Yuka Kureishi、Shohei Saito、Shigehiro Yamaguchi、Hiroshi Shinokubo

  DOI：10.1021/ol2033916

  日期：2012.2.3

  A biphenyl-fused BODIPY was synthesized through a facile oxidative cyclization of peripheral aryl-substituents at the beta-position of the BODIPY unit. The extended pi-system of the fused BODIPY induces near-infrared (NIR) absorption and strong pi-pi interactions in the solid state. These features are beneficial for the application of the dye as a functional material. The biphenyl-fused BODIPY dye was demonstrated to exhibit photocurrent conversion ability on the basis of its n-type semiconducting property.