2a2-fluoro-3,6,9-triphenyl-2a2H-2a1,3a1,6a1-triaza-2a2l4-boratricyclopenta[cd,gh,kl]phenalen-6a1-ium | 1179982-99-0

• 英文名称: 2a2-fluoro-3,6,9-triphenyl-2a2H-2a1,3a1,6a1-triaza-2a2l4-boratricyclopenta[cd,gh,kl]phenalen-6a1-ium
• CAS: 1179982-99-0
• 化学式: C₃₃H₂₁BFN₃
• 分子量: 489.359
• InChiKey: AMFOBBHFJWFWKT-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：
  None
• 环数：
  None
• 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：

  2a2-fluoro-3,6,9-triphenyl-2a2H-2a1,3a1,6a1-triaza-2a2l4-boratricyclopenta[cd,gh,kl]phenalen-6a1-ium 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 以91%的产率得到
  参考文献：
  名称：

  β-Perfluoroalkylated meso-Aryl-Substituted Subporphyrins: Synthesis and Properties

  摘要：

  A convenient and effective synthesis of various novel beta-perfluoroalkylated subporphyrins has been developed. beta-Trifluoromethylated subporphyrins were efficiently synthesized by the reaction of brominated subporphyrins with FSO2CF2CO2Me/CuI [with or without Pd(dba)(2)]. Potentially valuable beta-perfluoroalkylated, beta-monotetrafluorobenzo, and beta-monotrifluorobenzo subporphyrins were successfully obtained by a modified sulfinatodehalogenation reaction. Photophysical and electrochemical studies on several typical perfluoroalkylated subporphyrins demonstrated that beta-hexakis-trifluoromethylated subporphyrins show an obviously red-shifted UV/Vis absorption band that arises from macrocycle nonplanar distortion induced by trifluoromethyl groups, but this distortion is not so severe as that of the corresponding beta-octakis(trifluoromethyl)meso-tetraphenylporphyrin. This was supported by their redox potential data. In addition, beta-monotrifluorobenzo subporphyrin exhibits a special fluorescence spectrum of vibronic structure.

  DOI：

  10.1055/s-0033-1341055
• 作为产物：
  描述：

  hydroxo(5,10,15-triphenylsubporphyrinato)boron(III) 以 二氯甲烷 为溶剂， 生成 2a2-fluoro-3,6,9-triphenyl-2a2H-2a1,3a1,6a1-triaza-2a2l4-boratricyclopenta[cd,gh,kl]phenalen-6a1-ium
  参考文献：
  名称：

  亚卟啉硼 (III) 氢化物

  摘要：

  亚卟啉硼 (III) 氢化物是通过用二异丁基氢化铝 (DIBAL-H) 以良好产率还原亚卟啉硼 (III) 甲醇盐而制备的。BH 键的真实性已由 (1)H NMR 信号明确证实，该信号在 -2.27 ppm 处显示为宽四重峰，与中心 (11)B 具有大耦合常数、特征 BH 红外拉伸频率和单晶X 射线衍射分析。相应的吸收和荧光分布中的红移是根据 B-氢化物的给电子性质来解释的。亚卟啉硼 (III) 氢化物的氢化特性已通过与水或 HCl 反应产生 H2 以及在催化量的 Ph3C[B(C6F5)4] 存在下控制芳香醛和亚胺的还原得到证明。

  DOI：

  10.1021/ja5126269

文献信息

• Axial Ligand Exchange Reactions of <i>meso</i>-Aryl Subporphyrins—Axially Fluoro-Substituted Subporphyrin and a μ-Oxo Dimer and Trimer of Subporphyrins
  作者：Soji Shimizu、Atsushi Matsuda、Nagao Kobayashi

  DOI：10.1021/ic900880b

  日期：2009.8.17

  High reactivity of the boron atom of meso-aryl subporphyrins enables the introduction of a broad range of functional groups to its axial position. Axially fluoro-substituted subporphyrins were easily synthesized upon treatment of axially hydroxyl-substituted subporphyrins with BF3·OEt2. Homogeneous μ-oxo dimers of subporphyrins were formed by heating monomers in the presence of triethylamine under

  内-芳基亚卟啉的硼原子的高反应性使得能够将各种各样的官能团引入其轴向位置。在用BF 3 ·OEt 2处理轴向羟基取代的亚卟啉时，很容易合成轴向氟取代的亚卟啉。通过在高真空下在三乙胺存在下加热单体，形成亚卟啉的均相μ-氧代二聚体。在相似的反应条件下，由各自的单体选择性地形成异质亚卟啉-酞菁-亚卟啉三聚体。这些分子的结构由1阐明1 H NMR光谱和单晶X射线衍射分析以及二聚体系统中相邻发色团之间的相互作用是根据吸收光谱和磁性圆二色性光谱估算的。