4-[5-(2,2-difluoro-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl)thiophen-2-yl]-N,N-diphenylaniline | 1126901-66-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[5-(2,2-difluoro-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl)thiophen-2-yl]-N,N-diphenylaniline
• CAS: 1126901-66-3
• 化学式: C₃₁H₂₂BF₂N₃S
• 分子量: 517.41
• InChiKey: FYSWBBRWZSDVCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.34
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  meso-(5-bromothiophen-2-yl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 、 4-硼酸三苯胺 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以84%的产率得到4-[5-(2,2-difluoro-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl)thiophen-2-yl]-N,N-diphenylaniline
  参考文献：
  名称：

  Novel meso-Polyarylamine-BODIPY Hybrids: Synthesis and Study of Their Optical Properties

  摘要：

  A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A were synthesized. Two methods were used to prepare them. The first protocol involved a direct Liebeskind-Srogl cross-coupling of thiomethylbodipys 1-2 with arylaminoboronic acids (4 examples, 75-98%). The second method involves a two-step sequence: a Liebeskind-Srogl reaction to prepare 6 meso-bromoarylbodipys (58-83%) followed by a Suzuki coupling of these Br-containing BODIPYs with arylaminoboronic acids (10 examples, 44-84%). Seven of these derivatives displayed emission in the near-infrared region. The optical properties of compound 18 were rationalized in terms of its crystal structure.

  DOI：

  10.1021/jo802519b

文献信息

• Novel <i>meso</i>-Polyarylamine-BODIPY Hybrids: Synthesis and Study of Their Optical Properties
  作者：Erik Lager、Jianzhao Liu、Angélica Aguilar-Aguilar、Ben Zhong Tang、Eduardo Peña-Cabrera

  DOI：10.1021/jo802519b

  日期：2009.3.6

  A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A were synthesized. Two methods were used to prepare them. The first protocol involved a direct Liebeskind-Srogl cross-coupling of thiomethylbodipys 1-2 with arylaminoboronic acids (4 examples, 75-98%). The second method involves a two-step sequence: a Liebeskind-Srogl reaction to prepare 6 meso-bromoarylbodipys (58-83%) followed by a Suzuki coupling of these Br-containing BODIPYs with arylaminoboronic acids (10 examples, 44-84%). Seven of these derivatives displayed emission in the near-infrared region. The optical properties of compound 18 were rationalized in terms of its crystal structure.