2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-4,5,6,7-tetrafluorobenzothiazole | 1418196-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-4,5,6,7-tetrafluorobenzothiazole
• 英文别名: 2,3,4,5-tetrafluoro-6-(4,5,6,7-tetrafluoro-1,3-benzothiazol-2-yl)phenol
• CAS: 1418196-18-5
• 化学式: C₁₃HF₈NOS
• 分子量: 371.21
• InChiKey: VSEMWPCUINNHKT-UHFFFAOYSA-N

物化性质

• 沸点：
  402.8±55.0 °C(Predicted)
• 密度：
  1.822±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-4,5,6,7-tetrafluorobenzothiazole 、 zinc(II) acetate dihydrate 在 potassium hydroxide 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 0.58h， 以92%的产率得到[Zn(2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-4,5,6,7-tetrafluorobenzothiazole(-1H))₂]
  参考文献：
  名称：

  Luminescent Zinc(II) Complexes of Fluorinated Benzothiazol-2-yl Substituted Phenoxide and Enolate Ligands

  摘要：

  Zn(II) complexes of the following new, fluorine-containing, benzothiazole-derived ligands have been synthesized and characterized crystallographically: 2-(3,3,3-trifluoro-2oxopropyl)benzothiazole (3), 4,5,6,7-tetrafluoro-2-(3,3,3-trifluoro-2-oxopropyl)benzothiazole (4), 4,5,6,7-tetrafluoro-2-(2hydroxyphenyl)benzothiazole (12), 2-(3,4,5,6-tetrafluoro-2-hydroxypheny1)-4,5,6,7-tetrafluorobenzothiazole (13), and 2(3,4,5,6-tetrafluoro-2-hydroxyphenyObenzothiazole (16); the Cu(II) complex of ligand 4 is also reported. These are analogs of the important photo- and electroluminescent material [Zn(BTZ)(2)](2), where H-BTZ = 2-(2-hydroxyphenyObenzothiazole. DFT calculations indicate that HOMO and LUMO energy levels in these materials are substantially lowered by fluorination. The fluorinated ZnL2 complexes are mononuclear (in contrast to the dinudear, nonfluorinated material [Zn(BTZ)(2)](2)). They easily sublime and show broad visible photoluminescence. A common crystallographic feature is the existence of pairs of fluorinated ZnL2 molecules related by inversion centers, with their pi systems facing one another.

  DOI：

  10.1021/ic302063u
• 作为产物：
  描述：

  2,3,4,5,6-五氟苯胺 在 tetraphosphorus decasulfide 、 三溴化硼 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 46.0h， 生成 2-(3,4,5,6-tetrafluoro-2-hydroxyphenyl)-4,5,6,7-tetrafluorobenzothiazole
  参考文献：
  名称：

  Luminescent Zinc(II) Complexes of Fluorinated Benzothiazol-2-yl Substituted Phenoxide and Enolate Ligands

  摘要：

  Zn(II) complexes of the following new, fluorine-containing, benzothiazole-derived ligands have been synthesized and characterized crystallographically: 2-(3,3,3-trifluoro-2oxopropyl)benzothiazole (3), 4,5,6,7-tetrafluoro-2-(3,3,3-trifluoro-2-oxopropyl)benzothiazole (4), 4,5,6,7-tetrafluoro-2-(2hydroxyphenyl)benzothiazole (12), 2-(3,4,5,6-tetrafluoro-2-hydroxypheny1)-4,5,6,7-tetrafluorobenzothiazole (13), and 2(3,4,5,6-tetrafluoro-2-hydroxyphenyObenzothiazole (16); the Cu(II) complex of ligand 4 is also reported. These are analogs of the important photo- and electroluminescent material [Zn(BTZ)(2)](2), where H-BTZ = 2-(2-hydroxyphenyObenzothiazole. DFT calculations indicate that HOMO and LUMO energy levels in these materials are substantially lowered by fluorination. The fluorinated ZnL2 complexes are mononuclear (in contrast to the dinudear, nonfluorinated material [Zn(BTZ)(2)](2)). They easily sublime and show broad visible photoluminescence. A common crystallographic feature is the existence of pairs of fluorinated ZnL2 molecules related by inversion centers, with their pi systems facing one another.

  DOI：

  10.1021/ic302063u

文献信息

• Polynuclear Heteroligand Yb(III)–Er(III) Complexes as Potential Upconversion Materials
  作者：T. V. Balashova、E. V. Baranov、G. K. Fukin、V. A. Ilichev、I. D. Grishin、A. N. Yablonskiy、B. A. Andreev、M. N. Bochkarev

  DOI：10.1134/s107032841909001x

  日期：2019.10

  for the preparation of heteroligand bimetallic complexes, is described. The structures of YbI(C6F5O)2(DME)2 (I), CpEr(C6F5O)2(DME)[(C2H5)2O] (III), and CpYb(SONF)2(DME) (VI) were established by X-ray diffraction (CIF files CCDC (nos. 1902963 (I), 1902964 (III), and 1902965 (VI)). The developed methods were used to prepare heteroligand bimetallic Yb(III)–Er(III) complexes (C6F5O)2Yb[µ-(CF3)2CHO]2Er(C6F5O)2

  摘要配合物LnI（C 6 F 5 O）2和LnCp（L）2（Ln = Er，Yb; L = C 6 F 5 O，SON F）的合成，它们是制备杂配体双金属配合物的方便前体，描述。YbI（C 6 F 5 O）2（DME）2（I），CpEr（C 6 F 5 O）2（DME）[（C 2 H 5）2 O]（III）和CpYb（SON）的结构F）2（DME）（VI）是通过X射线衍射建立的（CIF文件CCDC（编号1902963（I），1902964（III）和1902965（VI）））。复合物（C 6 ˚F 5 O）2镱[μ-（CF 3）2 CHO] 2尔（C 6 ˚F 5 O）2和（SON ˚F）2镱[μ-（CF 3）2 CHO] 2 - Er（SON F）2 } x，显示出Yb 3+和Er 3+离子λem分别为985和1540 nm时固有的金属中心发射。这表明所获得的化合物可以用作有前途的上转换材料。
• Synthesis and Luminescent Properties of Lanthanide Complexes with Benzothiazolylphenolate and -Naphtholate Ligands
  作者：T. V. Balashova、S. K. Polyakova、A. A. Kukinov、I. D. Grishin、R. V. Rumyantcev、G. K. Fukin、V. A. Ilichev、M. N. Bochkarev

  DOI：10.1134/s1070328420080011

  日期：2020.8

  AbstractSm, Er, and Yb complexes containing anionic (4,5,6,7-tetrafluorobenzothiazol-2-yl)-2-(3,4,5,6-tetrafluoro)phenolate (SONF) and 3-(2-benzothiazol-2-yl)-2-naphtholate (NpSON) and neutral 1,10-phenathroline or 2,2'-bipyridine ligands were synthesized. The structures of complexes Yb(SONF)2-(NpSON)(DME)1.5 (II) and previously synthesized Er(SONF)3(DME) (I) were determined by X-ray diffraction (CIF

  摘要含有阴离子（4,5,6,7-四氟苯并噻唑-2-基）-2-（3,4,5,6-四氟）酚盐（SON F）和3-（2-苯并噻唑）的Sm，Er和Yb络合物合成了-2-基）-2-萘甲酸酯（NpSON）和中性的1,10-菲咯啉或2,2'-联吡啶配体。通过X射线衍射确定复合物Yb（SON F）2-（NpSON）（DME）1.5（II）和先前合成的Er（SON F）3（DME）（I）的结构（CIF文件CCDC号1972769）和1972770）。在λ405 nm的光激发下，所有配合物均显示出配体和Ln 3+的发光离子。基于sa络合物的OLED器件在19 V电压下显示出中等强度的中等强度金属中心发射。
• Features of the Molecular Structure and Luminescence of Rare-Earth Metal Complexes with Perfluorinated (Benzothiazolyl)phenolate Ligands
  作者：Tatyana V. Balashova、Mikhail E. Burin、Vasily A. Ilichev、Alyona A. Starikova、Alexey V. Marugin、Roman V. Rumyantcev、Georgy K. Fukin、Artem N. Yablonskiy、Boris A. Andreev、Mikhail N. Bochkarev

  DOI：10.3390/molecules24132376

  日期：——

  A set of Sc, Nd, Sm, Eu, Ho, Gd, Er, Yb complexes with perfluorinated 2-(benzothiazol-2-yl)phenolate ligands Ln(SONF)3(DME) were synthesized by the reactions of silylamides Ln[N(SiMe3)2]3 with phenol H(SONF). The structure of the initial phenol, Sc, and Er complexes was established using X-ray analysis, which revealed that the obtained compounds are mononuclear, in contrast to the binuclear non-fluorinated

  通过甲硅烷基酰胺Ln[N]的反应合成了一组Sc、Nd、Sm、Eu、Ho、Gd、Er、Yb与全氟化2-(苯并噻唑-2-基)酚酸酯配体Ln(SONF)3(DME)的配合物(SiMe3)2]3 与苯酚 H(SONF)。最初的苯酚、Sc 和 Er 配合物的结构是使用 X 射线分析建立的，这表明所获得的化合物是单核的，与之前合成的双核非氟化类似物 [Ln(SON)3]2 形成对比。所有获得的复合物，无论是在固态还是在四氢呋喃 (THF) 溶液中，在 λex 395 或 405 nm 的光激发下，配体在 440-470 nm 处显示出强烈的亮度。Eu 配合物在可见光区也表现出微弱的金属中心发射，而 Sm 的衍生物在可见光区和红外区都发光，而 Nd、Er、和 Yb 配合物在高强度的近红外 (NIR) 区域发射。DFT（密度泛函理论）计算表明，氟化配合物的前线轨道能量低于非氟化对应物的前线轨道能量。最高占据分子轨道
• [EN] SUBSTRATE LAYER<br/>[FR] COUCHE DE SUBSTRAT
  申请人：UNIV LONDON QUEEN MARY

  公开号：WO2020030900A1

  公开（公告）日：2020-02-13

  A method for forming a layer comprising an organic lanthanide complex on a substrate. The method comprises providing a substrate, providing a vapour comprising an organic lanthanide complex, and contacting at least a portion of the substrate with the vapour under a vacuum to form a layer comprising the organic lanthanide complex on the substrate, the layer comprising less than 1x1020 molecules/cm3 water. The step of contacting at least a portion of the substrate with the vapour is carried out under conditions effective to minimise moisture incorporation into the layer.