2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-tert-butylphenyl)-4-bora-3a,4a-diaza-s-indacene | 1155239-16-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-tert-butylphenyl)-4-bora-3a,4a-diaza-s-indacene
• 英文别名: 4,4-difluoro-8-(4-tert-buty)phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene；10-[4-(tert-Butyl)phenyl]-2,8-diethyl-5,5-difluoro-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2 inverted exclamation mark,1 inverted exclamation mark-f][1,3,2]diazaborinin-4-ium-5-uide；8-(4-tert-butylphenyl)-5,11-diethyl-2,2-difluoro-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 1155239-16-9
• 化学式: C₂₇H₃₅BF₂N₂
• 分子量: 436.396
• InChiKey: VMYICDIFJFJZPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.17
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  4-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl)benzaldehyde 、 2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-tert-butylphenyl)-4-bora-3a,4a-diaza-s-indacene 在 哌啶 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 48.0h， 以10%的产率得到
  参考文献：
  名称：

  Selective Hg(II) Sensing with Improved Stokes Shift by Coupling the Internal Charge Transfer Process to Excitation Energy Transfer

  摘要：

  Versatile chemistry of the Bodipy chromophore allows modular assembly of an excitation energy donor, acceptor, and a cation selective ligand in just a couple of steps. The new approach should be applicable in other designs which target molecular sensors with large Stokes shifts and red to near IR emission.

  DOI：

  10.1021/ol1019426
• 作为产物：
  描述：

  2-((4-(tert-butyl)phenyl)(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl)-4-ethyl-3,5-dimethyl-1H-pyrrole 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以76 mg的产率得到2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-tert-butylphenyl)-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  全色超分子富勒烯为基础的供体-受体组装体，其衍生自外围取代的Bodipy-锌酞菁双染料。

  摘要：

  甲全色4,4-二氟-4-硼-3a，4a-二氮杂- S-苯并二茚-锌酞菁缀合物（BODIPY-的ZnPc）1的合成从酞菁醛开始4，经由二吡咯甲烷3和二吡咯亚甲基2。缀合物1代表第一实例，其中将Bodipy单元束缚到酞菁核的周边位置。电化学和光学测量为1的基态中Bodipy和ZnPc成分之间的强电子相互作用提供了证据。当共轭1在与Bodipy吸收相对应的光谱区域中进行光激发，有效地淬灭了后者亚基的强荧光特性（即≥97％）。激发光谱分析证实，光激发的Bodipy和束缚的ZnPc亚基相互作用，并且共轭单线态能量转移的发生效率约为。25％。缀合物的治疗1与Ñ -pyridylfulleropyrrolidine（8），含有氮配体的电子受体系统，产生了新的电子供体-受体混合1 ↔ 8通过连接到ZnPc中心。在可见光范围内辐照所得的超分子集合体，通过一系列激发态和电荷转移，导致电荷分离的Bodipy–ZnPc

  DOI：

  10.1002/chem.200902507

文献信息

• Solid-State Emissive BODIPY Dyes with Bulky Substituents As Spacers
  作者：Tugba Ozdemir、Serdar Atilgan、Ilker Kutuk、Leyla T. Yildirim、Abdullah Tulek、Mehmet Bayindir、Engin U. Akkaya

  DOI：10.1021/ol9005568

  日期：2009.5.21

  Bright fluorescence of the BODIPY dyes, just like most other fluorophores, is quenched in the solid state due to reabsorption and self-quenching. However, introduction of bulky tert-butyl substituents on the meso-phenyl groups result in more spaced packing in the solid state, resulting in highly luminescent powders and films.

  像大多数其他荧光团一样，BODIPY染料的明亮荧光由于重新吸收和自猝灭而在固态状态下被猝灭。然而，在内消旋-苯基基团上引入大体积的叔丁基取代基会导致在固态中更密集的堆积，从而产生高发光性的粉末和薄膜。
• A near IR di-styryl BODIPY-based ratiometric fluorescent chemosensor for Hg(II)
  作者：Serdar Atilgan、Ilker Kutuk、Tugba Ozdemir

  DOI：10.1016/j.tetlet.2009.12.025

  日期：2010.2

  A novel BODIPY-based near-IR emitting probe as a selective and sensitive fluorophore for Hg(II) is synthesized. This versatile BODIPY fluorophore is functionalized for long wavelength emission at the 3 and 5 positions via a condensation reaction in which two dithiodioxomonoaza-based crown-containing phenyl units are conjugated to the BODIPY core as a chelating unit. This designed fluorophore, employing an ICT sensor can be used effectively to detect Hg(II) cations by way of a hypsochromic shift (similar to 90 nm) in both the absorption and emission spectra. (C) 2009 Elsevier Ltd. All rights reserved.