zinc(II)(3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene)₂ | 55672-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: zinc(II)(3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene)₂
• 英文别名: zinc(II) complex with 2-[(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-3,5-dimethyl-1H-pyrrole；Zn[(CH₃)₄dpm]₂；Zn(3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene)₂；zinc[k2-(3,3', 5,5'-tetramethyl-meso-H-dipyrrinato)]；zinc;(2Z)-2-[(3,5-dimethylpyrrol-1-id-2-yl)methylidene]-3,5-dimethylpyrrole
• CAS: 55672-00-9
• 化学式: C₂₆H₃₀N₄Zn
• 分子量: 463.941
• InChiKey: BKEHLLFVSKBINJ-GUQOHMKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zinc(II)(3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene)₂ 、 丙酮 以 环己烷 为溶剂， 生成
  参考文献：
  名称：

  结构因素和介质性质对烷基和卤素取代的二（二）吡咯烷酸锌（II）荧光的影响

  摘要：

  在环己烷与质子和给电子助溶剂（丙酮，乙醇）的各种添加剂的二元混合物中，组成为[ZnL 2 ]的烷基和卤素取代的二吡咯烷酮（HL）的一系列锌（II）配合物的光谱研究结果提出了N，N-二甲基甲酰胺，吡啶，二乙胺和三乙胺。讨论了助溶剂的极性和供电子能力以及二吡咯亚甲基配体的功能化特征对发光体[ZnL 2 ]的荧光猝灭效率的影响。发现[ZnL 2与烷基取代的类似物相比，具有二溴取代的配体的化合物对质子和电子供体分析物的存在表现出最高的荧光特性敏感性。将得到的结果允许提供锌（II）dipyrromethenates如新，高灵敏度和选择性荧光 «开-关» 的O-和传感器Ñ含毒物（最多〜8∙10 -6 摩尔/升）在有机介质中。

  DOI：

  10.1016/j.molliq.2019.112026
• 作为产物：
  描述：

  3,3',5,5'-tetramethyl-2,2'-dipyrromethen 在 zinc(II) acetate dihydrate 作用下， 以 叔丁醇 为溶剂， 反应 0.5h， 以88 mg的产率得到zinc(II)(3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene)₂
  参考文献：
  名称：

  Conversion of 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) to Dipyrrins with a Microwave-Promoted Deprotection Strategy

  摘要：

  4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) have been deprotected to give the corresponding free-base dipyrrins by heating a solution of the F-BODIPY In tert-butanol under 600 W of microwave irradiation in the presence of 6 equiv of potassium tert-butoxide for 40 min at 92 degrees C. Investigations of BODIPY modification at the meso position have also been undertaken and a meso-butyl product has been isolated.

  DOI：

  10.1021/ol902908j

文献信息

• Dipyrromethene chromo-fluorogenic chemosensors for quantitative detection and express analysis of Zn2+ ions
  作者：Natalia A. Bumagina、Elena V. Antina、Zinaida S. Krasovskaya、Mikhail B. Berezin、Alexander A. Ksenofontov、Anatoly I. Vyugin、Alexander S. Semeikin

  DOI：10.1016/j.molliq.2021.117834

  日期：2022.1

  Hexamethyl-substituted dipyrromethene had high selectivity towards Zn2+ ions over many environmentally relevant ions, and high sensitivity with the detection limit in nanomolar level (4·10–8 mol/L). In terms of the thermodynamic constant and the fluorescence response of the complexation reaction of [ZnL2], as well as the detection limit of Zn2+ ions, dipyrromethene HL2 surpasses many Zn2+ sensors known in the

  合成了二吡咯亚甲基衍生物作为用于定量检测和表达分析 Zn 2+离子的新型发色荧光化学传感器，并对其进行了结构表征。通过紫外-可见光和荧光光谱、摩尔比图和 DFT 计算来评估二吡咯甲烯对Zn 2+的传感过程。由于[ZnL 2 ]配合物的形成，Zn(AcO) 2与二吡咯亚甲基在DMF溶液中的络合伴随着电子吸收光谱中显着的红移和增色效应。在吸收和理论研究的基础上提出了 1:2 (Zn:HL) 结合模式。Zn(AcO) 2的络合常数(lg K o )dipyrromethenes 为 8.1 到 10.9，这意味着 dipyrromethenes 作为 Zn 2+ 的选择性化学传感器的潜力。首次表明六甲基取代的二吡咯亚甲基可以通过由 Zn 2+引起的显着（近 100 倍）“关-开”荧光响应识别DMF 溶液中的Zn 2+离子，并且可见颜色从黄色变为亮绿色在由 [ZnL 2 ]形成诱导的紫外线照射下。六甲基取代的二吡咯亚甲基对
• Synthesis, Spectral-Luminescent Properties, and Photostability of Zn(II) Complexes With Dipyrrins Modified by the Periphery and meso-Spacer
  作者：N. A. Dudina、A. Yu. Nikonova、Ye. V. Antina、M. B. Berezin、A. I. Vyugin

  DOI：10.1007/s10593-014-1426-2

  日期：2014.3

  characterization was performed for the homoleptic zinc(II) chelates with dipyrrins containing four methyl or aryl substituents in the pyrrole rings and methine group or nitrogen atom as meso-spacer. It was shown that zinc dipyrrinates with substituted pyrrole rings and a methene spacer exhibited an intense fluorescence in nonpolar media. The phenyl-substituted complex had an order of magnitude stronger fluorescence

  对均一的锌（II）螯合物进行了比较的光谱发光表征，其中吡咯类在吡咯环中含有四个甲基或芳基取代基，次甲基或氮原子作为中间隔基。结果表明，具有取代的吡咯环和亚甲基间隔基的二吡啶锌锌在非极性介质中表现出强烈的荧光。苯基取代的配合物比甲基取代的类似物具有增强一个数量级的荧光。从亚甲基间隔基更改为氮原子会导致电子吸收光谱发生明显的红移（最高达64 nm），并且螯合物完全失去了荧光性能。建立了螯合配体结构对锌（II）配合物光稳定性的影响。
• Effect of meso-phenyl substitution on spectral properties, photo- and thermal stability of boron (III) and zinc (II) dipyrrometenates
  作者：M.B. Berezin、E.V. Antina、G.B. Guseva、A.Yu. Kritskaya、A.S. Semeikin

  DOI：10.1016/j.inoche.2019.107611

  日期：2020.1

  spectral characteristics, photostability and thermal degradation of B(III) and Zn(II) complexes with 3,3′,5,5′-tetramethyl-2,2′-dipyrromethene and meso-phenyl-3,3',5,5′-tetramethyl-2,2′-dipyrromethene were presented. It has been shown that meso-phenyl substitution in the 3,3′, 5,5′-tetramethyl-2,2′-dipyrromethene complexes with B(III) and Zn(II) leads to a hypsochromic displacement S0 → S1 bands in the EAS

  摘要 3,3',5,5'-四甲基-2,2'-二吡咯亚甲基和meso-phenyl-3的B(III)和Zn(II)配合物的光谱特性、光稳定性和热降解研究结果,3',5,5'-四甲基-2,2'-二吡咯亚甲基被提出。已经表明，与 B(III) 和 Zn(II) 的 3,3', 5,5'-四甲基-2,2'-二吡咯亚甲基复合物中的中苯基取代导致在EAS 及其强度显着增加，但荧光量子产率下降。已经确定，在中间位置引入苯基取代基会增加热稳定性（Bodipy 高达 20°C，Zn 配合物高达 74°C）和光稳定性（Bodipy 和Zn(II) dipyrromethenates 高达 7 倍）。
• COMPOUND AND OPTICAL FILM COMPRISING SAME
  申请人：LG CHEM, LTD.

  公开号：US20220402942A1

  公开（公告）日：2022-12-22

  The present specification relates to a compound represented by Chemical Formula 1, a composition for forming an optical film and an optical film comprising the same, and a display device comprising the optical film.

  本规范涉及化学式1所代表的化合物，用于形成光学膜的组合物和包含相同化合物的光学膜，以及包含光学膜的显示设备。
• Synthesis, spectral-luminescent properties of B(III) and Zn(II) complexes with alkyl- and aryl-substituted dipyrrins and azadipyrrins
  作者：E. V. Antina、M. B. Berezin、N. A. Dudina、S. L. Burkova、A. Yu. Nikonova

  DOI：10.1134/s0036023614100027

  日期：2014.10

  Effect of complexing atom, molecular structure of dipyrrolylmethene and its aza analog on spectral-luminescent properties of heteroleptic boron(III) and homoleptic zinc(II) complexes with 3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene, 3,3',5,5'-tetraphenyl-2,2'-dipyrrolylmethene, and 3,3',5,5'-tetraphenyl-ms-aza-2,2'-dipyrrolylmethene in organic solvent solutions was studied. The complexes were found to exhibit strong chromophore (lambda = 350-690 nm, E > similar to 10(5) L/mol cm) and fluorescent properties. Quantum yield (gamma(fl)) for fluoroborate complexes reaches 100% and is weakly dependent on medium nature. The value of gamma(fl) for phenyl- and alkyl-substituted zinc(II) dipyrrolylmethenates in nonpolar solvents is not higher 0.3 and 0.03, respectively; complete fluorescence quenching is observed in electron-donating solvents. Aza-substitution at the meso spacer causes considerable shift of electronic absorption and fluorescence spectra to the red region but completely quenches fluorescence of zinc(II) chelates and decreases gamma(fl) of boron(III) complex to 0.04.