2,6-dibenzyl-4,4-difluoro-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indecene | 1431319-78-6

• 英文名称: 2,6-dibenzyl-4,4-difluoro-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indecene
• 英文别名: 3,3',5,5'-tetramethyl-4,4'-dibenzyl-2,2'-dipyrrolylmethene difluoroborate；difluoroborate 3,3',5,5'-tetramethyl-4,4'-dibenzyl-2,2'-dipyrrolylmetene；1,3,5,7-tetramethyl-2,6-dibenzyldipyrromethenmethene difluoroborate
• CAS: 1431319-78-6
• 化学式: C₂₇H₂₇BF₂N₂
• 分子量: 428.333
• InChiKey: UMVNWPLHSCVZES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 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：

  3,3',5,5'-tetramethyl-4,4'-dibenzyl-2,2'-dipyrrolylmethene hydrobromide 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81.2%的产率得到2,6-dibenzyl-4,4-difluoro-1,3,5,7-tetramethyl-8H-4-bora-3a,4a-diaza-s-indecene
  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

• 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
• Congeners of Pyrromethene-567 Dye: Perspectives from Synthesis, Photophysics, Photostability, Laser, and TD-DFT Theory
  作者：Kishor G. Thorat、Priyadarshani Kamble、Ramnath Mallah、Alok K. Ray、Nagaiyan Sekar

  DOI：10.1021/acs.joc.5b00654

  日期：2015.6.19

  attempt to develop photostable and efficient BODIPY (PM) dyes for use in liquid dye lasers, three new congeners of widely used laser dye, PM567, were synthesized and their photophysical properties in various organic solvents, laser performances, and photostabilities in a selected solvent, 1,4-dioxane, have been investigated using a frequency doubled Q-switched (10 Hz) Nd:YAG laser at 532 nm. The results

  为了开发用于液体染料激光器的光稳定有效的BODIPY（PM）染料，合成了三种新的广泛使用的激光染料同源物PM567，并在选定的有机溶剂中具有多种光物理性质，激光性能和光稳定性。使用倍频Q开关（10 Hz）Nd：YAG激光器在532 nm处研究了1,4-二恶烷溶剂。在非极性1,4-二恶烷中的光稳定性研究结果表明，与PM567相比，新型染料的稳定性显着提高，并且激光性能得到改善。循环伏安法研究强烈支持与PM567相比，观察到的新型染料的光稳定性增强。
• 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.