10-(4-iodophenyl)-5,5-bis(3-(2-methoxyethoxy)prop-1-yn-1-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide | 1221262-42-5

• 英文名称: 10-(4-iodophenyl)-5,5-bis(3-(2-methoxyethoxy)prop-1-yn-1-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
• 英文别名: 4,4-bis(3-(2-methoxyethoxy)prop-1-ynyl)-8-(p-iodophenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene；8-(4-iodophenyl)-1,3,5,7-tetramethyl-4,4-bis(2,5-dioxaoct-7-ynyl)-4-bora-3a,4a-diaza-s-indacene
• CAS: 1221262-42-5
• 化学式: C₃₁H₃₆BIN₂O₄
• 分子量: 638.353
• InChiKey: IRPXIYYHEUFSHW-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：

  10-(4-iodophenyl)-5,5-bis(3-(2-methoxyethoxy)prop-1-yn-1-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide 在 bis-triphenylphosphine-palladium(II) chloride 、 水 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙腈 、 苯 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  Fluorescent boron-substituted dipyrromethenes and use thereof for diagnosis

  摘要：

  该发明涉及从非氟化二吡咯甲烷硼衍生的新型荧光化合物，以及制备该化合物的方法和将其用于生物分子的荧光标记。该发明还涉及用所述荧光化合物标记的生物分子，以及将其用于诊断方法如医学诊断方法。更具体地说，该发明的检测方法特别适用于诊断诸如阿尔茨海默病等神经退行性疾病。

  公开号：

  US08993781B2
• 作为产物：
  描述：

  4-碘苯甲酰氯 在 乙基溴化镁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 87.0h， 生成 10-(4-iodophenyl)-5,5-bis(3-(2-methoxyethoxy)prop-1-yn-1-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
  参考文献：
  名称：

  Red and Blue Liquid-Crystalline Borondipyrromethene Dendrimers

  摘要：

  We have designed a series of modular arid fluorescent poly(arylester) dendrimers fimetionalized with cyanobiphenyl subunits and fluorescent borondipyrromethene (Bodipy) dyes. The green emitter is a Bodipy With four Methyl groups, and the Bodipy dye possessing extended conjugation with two methyl and two vinyl, groups acts as a red emitter. The design elerrient of these architectures relates to a secondary amide linkers interposed between the conventional Bodipy and the dendrons. The second- and thirdgeneration dendrimers give rise to ternatic and/or srneetic A phases, whereas the first generation clendrimers show smeCtie A and C phases or an unidentified meSophase. The novel materials are highly fluorescent in solution and in the as obtained powders but not in the ineSophaSe. Dilution of the dendritic dyes with the nonfluorekent acid dendron in the solid phase shifted the fluorescence to higher energy, and demonstrated the presence of aggregates in the solid state, Mixing the red and blue Materials in a solid, phase led to the observation of effective electronic energy transfer from the red dye to the blue one. Increasing the proportion of the red dye (energy donor) from 1 to 2,50 molar with respect to the blue dye (euergy acceptor) resulted in the observation of residual emission of the red dye in the solid state mixture. Increasing the proportion from 1 to 1000 resulted in equal emission in the 540 to 760 nm range.

  DOI：

  10.1021/cm503577y

文献信息

• Mono-functionalized dibenzo[g,p]-chrysenes for cascade energy transfer
  作者：Elodie Heyer、Raymond Ziessel

  DOI：10.1016/j.tetlet.2013.04.073

  日期：2013.6

  3-Bromodibenzo[g,p]chrysene has been synthesized in a one-pot reaction using phenyliodine(III) bis(trifluoroacetate) (PIFA) as an oxidant and a Lewis acid. The bromo function was easily converted to the cyano, alkyne, and formyl derivatives. Bodipy dyes have either been constructed from the chrysene–aldehyde or by cross coupling reactions with the chrysene ethynyl derivatives. The linking of diketopyrrolopyrrole

  3-溴二苯并[ g，p在一价反应中，使用苯基碘（III）双（三氟乙酸盐）（PIFA）作为氧化剂和路易斯酸合成了ch。溴官能团很容易转化为氰基，炔烃和甲酰基衍生物。Bodipy染料要么是由苯甲醛制成的，要么是通过与苯乙炔基衍生物的交叉偶联反应而制成的。二苯并吡咯并吡咯（DPP）片段的连接是通过使用丙烯-乙炔基化合物或原位制备的丙烯-硼烷衍生物来实现的。新型染料在非极性溶剂中具有高荧光性，并与共价连接的DPP或Bodipy染料一起用作分子内能量转移过程中的输入能量。所有混合染料均具有氧化还原活性，并且每个模块都可以通过其氧化还原行为来明确识别。
• Rational Design of New ThiazoloThiazole Dyes as Input Energy Units in Molecular Dyads
  作者：Raymond Ziessel、Adela Nano、Elodie Heyer、Thomas Bura、Pascal Retailleau

  DOI：10.1002/chem.201203121

  日期：2013.2.18

  synthesis from dithiooxamide and various aldehydes. When adequately engineered, such dyes could be used as fluorescent bridges with other dyes. A sequence of highly efficient, intramolecular electronic‐energy‐transfer steps followed from selective illumination of the fluorescent centre in the molecular triads.

  在麻烦的水上架起桥梁：由二硫代草酰胺和各种醛类快速合成，制备了量子产率高达60％的高荧光噻唑噻唑染料。经过适当的工程设计，此类染料可以用作与其他染料的荧光桥。一系列高效的分子内电子能量转移步骤，依次是分子三联体中荧光中心的选择性照明。
• Efficient Synthesis of Panchromatic Dyes for Energy Concentration
  作者：Thomas Bura、Pascal Retailleau、Raymond Ziessel

  DOI：10.1002/anie.201003206

  日期：2010.9.3

  Channel your energy: Bodipy dyes were linked covalently by a method involving three key steps, including a carboformylation reaction. All multichromophoric dyes exhibited highly efficient photoinduced energy transfer to the terminal Bodipy modules, which fluoresced at 652 nm with 57 % quantum efficiency (see absorption (gray) and emission (orange) spectra of a dye containing five Bodipy units).

  传递能量：Bodipy染料通过涉及三个关键步骤的方法共价连接，包括碳甲酰化反应。所有多发色染料均表现出高效的光诱导能量转移至末端Bodipy组件，该模块在652 nm处发出荧光，具有57％的量子效率（请参阅包含五个Bodipy单元的染料的吸收（灰色）和发射（橙色）光谱）。
• Boron Dipyrromethene (Bodipy) Phosphorescence Revealed in [Ir(ppy)₂(bpy-C≡C-Bodipy)]⁺
  作者：Aaron A. Rachford、Raymond Ziessel、Thomas Bura、Pascal Retailleau、Felix N. Castellano

  DOI：10.1021/ic901996u

  日期：2010.4.19

  the excited state of the title chromophore. Parallel studies were performed on appropriate model chromophores (2 and 3) intended to represent the photophysics of the isolated molecular subunits, that is, triplet metal-to-ligand-charge-transfer (3MLCT) and triplet Bodipy intraligand (3IL) excited states, respectively. Upon charge transfer excitation of the title chromophore, the 3MLCT based phosphorescence

  [Ir（ppy）2（bpy-C≡C-Bodipy）]（PF 6）的合成，结构表征，电化学和分子光物理性质，其中ppy为2-苯基吡啶，bpy-C≡C-Bodipy为5-乙炔基-2,2'-联吡啶-8-苯基-1,3,5,7-四甲基-4,4-双（2,5-二氧杂-7-辛炔基）-4-硼杂3一个，4一-介绍了diaza-s-indacene（4）。结合循环伏安法进行静态和动态光致发光和吸收测量，以阐明在标题生色团的激发态下发生的分子内能量转移过程的性质。对合适的模型生色团进行了平行研究（2和3）旨在代表分离的分子亚基的光物理性质，即三重态金属到配体的电荷转移（3 MLCT）和三重态Bodipy内配体（3 IL）的激发态。一旦标题发色团的电荷转移激励，所述3 MLCT基于磷光容易在观察到2（Φ EM = 0.027，τ= 243纳秒）定量猝灭从生产的所得3通过分子内三重态-三线态能量传递氟硼荧激发态。3的
• [EN] DETECTION OF NEURODEGENERATIVE DISEASES<br/>[FR] DÉPISTAGE DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：AMONETA DIAGNOSTICS SAS

  公开号：WO2017153922A3

  公开（公告）日：2017-10-19