3,3',5,5'-tetramethyl-4,4'-diheptyl-2,2'-dipyrrolylmethene difluoroborate | 1431319-77-5

• 英文名称: 3,3',5,5'-tetramethyl-4,4'-diheptyl-2,2'-dipyrrolylmethene difluoroborate
• 英文别名: 1,3,5,7-tetrametyl-2,6-diheptyldipyrromethenmethene difluoroborate；1,3,5,7-tetramethyl-2,6-diheptyldipyrromethene difluoroborate
• CAS: 1431319-77-5
• 化学式: C₂₇H₄₃BF₂N₂
• 分子量: 444.46
• InChiKey: PSWGZZTXRPNBIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  2-ethoxycarbonyl-4-heptyl-3,5-dimethylpyrrole 在 甲酸 、 三氟化硼乙醚 、 氢溴酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 3,3',5,5'-tetramethyl-4,4'-diheptyl-2,2'-dipyrrolylmethene difluoroborate
  参考文献：
  名称：

  功能性取代的2,2'-二吡咯基亚甲基氢溴酸盐和二氟硼酸盐的热氧化降解

  摘要：

  在空气氧气氛中，通过热重分析法研究了一系列2,2'-二吡咯基亚甲基（HL）的结晶氢溴酸盐和硼氟化物配合物（BODIPY）样品的热氧化分解。吡咯配体环的4，4′-位的取代度和对称性，芳香性和取代基的长度的增加，增加了BODIPY染料对氧化降解的稳定性。进行了结构因素对氢溴化物（HL·HBr），d-金属（ML 2）和硼（III）与2,2'-二吡咯基亚甲基配合物的热解性的影响的比较分析。

  DOI：

  10.1134/s1070363213030237

文献信息

• Influence of structural and solvation factors on the spectral-fluorescent properties of alkyl-substituted BODIPYs in solutions
  作者：Natalia A. Bumagina、Elena V. Antina、Mikhail B. Berezin、Alexander A. Kalyagin

  DOI：10.1016/j.saa.2016.09.026

  日期：2017.2

  The spectral-fluorescent properties of alkyl-substituted BODIPYs 1–5 in organic solvents were investigated. The alkyl-substituted BODIPYs 1–5 exhibit intense chromophoric properties (lgε = 4.60–5.00). Relative fluorescence quantum yield of studied compounds reaches 66–100% and weakly dependent on the structural and solvation effects. Introduction of methyl, propyl, amyl and heptyl substituents in the

  研究了烷基取代的BODIPY 1–5在有机溶剂中的光谱荧光性质。烷基取代的BODIPYs 1-5表现出强烈的发色性（LG ε  = 4.60-5.00）。所研究化合物的相对荧光量子产率达到66–100％，几乎不依赖于结构和溶剂化效应。在吡咯的2,6-位上引入甲基，丙基，戊基和庚基取代基会导致电子吸收光谱和荧光光谱发生明显的红移（22-29 nm）。
• The influence of alkylation on the photophysical properties of BODIPYs and their labeling in blood plasma proteins
  作者：Lyubov A. Antina、Alexander A. Ksenofontov、Alexander A. Kalyagin、Pavel S. Bocharov、Nadezhda V. Kharitonova、Alexander V. Kazak、Elena V. Antina、Mikhail B. Berezin

  DOI：10.1016/j.molliq.2020.112717

  日期：2020.4

  The influence of BODIPYs alkylation on the spectral properties in different polarity solvents, PMMA, Langmuir-Schaefer films was studied. The BODIPYs exhibit intense absorption and fluorescence in different nature solvents and PMMA films. The aggregation behavior of BODIPY in Langmuir–Schaefer films was studied. The interaction process of BODIPYs with BSA has been investigated by the multi-spectroscopic

  研究了BODIPYs烷基化对不同极性溶剂，PMMA，Langmuir-Schaefer膜中光谱性质的影响。BODIPY在不同性质的溶剂和PMMA膜中表现出强烈的吸收和荧光。研究了BODIPY在Langmuir-Schaefer膜中的聚集行为。 通过多光谱方法和分子对接研究了BODIPYs与BSA的相互作用过程。发现在选定条件下，由于主要的特异性相互作用，BODIPY与BSA形成稳定的超分子系统。对于BODIPY-BSA系统，BODIPY核心中2，6-烷基基团长度的增加伴随着FRET效率的提高。这导致在BSA存在下BODIPY的荧光增强。证实了使用BODIPY标记血浆蛋白疏水区域和生物物体可视化的可能性。
• Effect of Aryl-, Halogen-, and Ms-Aza-Substitution on the Luminescent Properties and Photostability of Difluoroborates of 2,2′-Dipyrrometenes
  作者：Anna Yu. Kritskaya、Mikhail B. Berezin、Elena V. Antina、Anatoly I. Vyugin

  DOI：10.1007/s10895-019-02403-2

  日期：2019.7

  to 5–20%. The stability of 2,2′-dipyrromethenes difluoroborates to oxidative destruction under the influence of UV irradiation in cyclohexane solutions was evaluated. It has been shown that symmetric aryl substitution in pyrrole cycles of dipyrromethene significantly increases the photostability of the corresponding compounds as compared to alkyl-substituted analogs and is an effective method of obtaining

  合成了具有烷基，苯基和卤素取代的2,2'-二吡咯烷酮（BODIPY）和内消旋氮杂双吡咯烷酮（ms-aza-BODIPY）的硼（III）配合物。分析了所获得的配位化合物与其发光特性的结构关系。与烷基取代的类似物相比，丙烯酸化的BODIPY对与溶剂的粒子间相互作用更敏感，从而导致量子产率最多降低40％。在BODIPY分子中引入苯基​​取代基会使第一个吸收带发生红移，显着（32-37 nm）增加了发射光谱的斯托克斯位移，但降低了S 0  →S 1的可能性与烷基化配合物相比，电子跃迁。与BODIPY相比，用氮取代次甲基碳原子会导致ms-aza-BODIPY荧光猝灭，最高可达5-20％。评价了2,2'-吡咯并蒽二氟硼酸盐在环己烷溶液中的紫外线照射下对氧化破坏的稳定性。已经显示，与烷基取代的类似物相比，在二吡咯亚甲基的吡咯循环中的对称芳基取代显着增加了相应化合物的光稳定性，并且是获得具有实际有用性能的
• Effect of Alkyl, Aryl, and meso-Aza Substitution on the Thermal Stability of BODIPY
  作者：N. A. Bumagina、A. Yu. Kritskaya、E. V. Antina、M. B. Berezin、A. I. V’yugin

  DOI：10.1134/s0036023618100030

  日期：2018.10

  The effect of peripheral alkyl, aryl, and meso-aza substitution on the thermal stability of BODIPYs in an argon or oxygen atmosphere has been analyzed using thermogravimetric study results. It has been shown that an increase in the length of 2,6-alkyl substituents to seven carbon atoms is accompanied by the growth of BODIPY thermal stability by 80 degrees C. The greatest increase in the destruction temperature of BODIPY (by 100 degrees C) is attained via the introduction of phenyl groups in the 1,3,5,7-positions of its dipyrromethenmethene framework. meso-Aza substitution does not almost produce any effect on the thermal stability of BODIPY dyes. The BODIPY destruction beginning temperature decreases by 60-90 degrees C in the presence of air oxygen. The thermal stability of BODIPY tends to decrease with reducing degree and symmetry of alkyl substitution in the dipyrromethene framework. A lower thermal stability of BODIPY in comparison with zinc(II) dipyrromethenates is due to the participation of fluorine atoms in intramolecular redox processes.