2,2-Difluoro-4,6,10,12-tetramethyl-8-nonyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene | 1428345-08-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,2-Difluoro-4,6,10,12-tetramethyl-8-nonyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 1428345-08-7
• 化学式: C₂₂H₃₃BF₂N₂
• 分子量: 374.325
• InChiKey: LWDKXNIUDWRXPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 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-4,6,10,12-tetramethyl-8-nonyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene 在 copper(l) iodide 、 四(三苯基膦)钯 、 碘 、 碘酸 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 0.5h， 生成 8-(4-((tert-butyldimethylsilyl)oxy)but-1-yn-1-yl)-5,5-difluoro-2-iodo-1,3,7,9-tetramethyl-10-nonyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  带有羟基的两亲BODIPY衍生物的合成及性质

  摘要：

  官能化的BODIPY与在疏水烷基链的化合物的内消旋位置，并通过在使用Sonogashira偶联或有机锂化学物方便地合成2,6-或4,4'位炔链接连接的羟基。该化合物易于吸收并积聚在人骨肉瘤细胞中。一些化合物在细胞内部以及在溶液中均显示出受激准分子的形成。

  DOI：

  10.1016/j.tetlet.2013.01.128
• 作为产物：
  描述：

  癸酰氯 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.5h， 生成 2,2-Difluoro-4,6,10,12-tetramethyl-8-nonyl-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：

  Simple and valid strategy for the enhancement of the solid-emissive property of boron dipyrromethenes

  摘要：

  This manuscript presents the strategy for obtaining solid-emissive properties from the BODIPY dyes. It is demonstrated that the emission properties can be preserved from the aggregation-caused quenching (ACQ) by introducing the phenyl groups into their boron center. We established the synthetic procedures for the introduction of single or dual phenyl groups into the boron center in BODIPYs. The synthesized BODIPYs having single and dual-phenyl groups showed unimodal photoluminescence spectra both in the solution and solid states with sufficient quantum yields. The pristine and the single-phenyl substituted BODIPYs showed similar optical properties in the solution state. In contrast, the dual-phenyl substituted BODIPY provided broad and red-shifted photoluminescence spectrum. Interestingly, the emission property of the dual-substituted BODIPY was recovered not only in the solid state but also in the viscous solvent. It was revealed that the suppression of the molecular motion should play a crucial role in the enhancement of the emission properties of the dual-substituted BODIPY. Furthermore, it is also presented that the steric hindrance by the phenyl groups can inhibit ACQ in the condensed state. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.072