3,3'-(1,4-phenylene)bis(7-(diethylamino)-2,2-difluoro-2H-2l4-benzo[e][1,3,2]oxazaborinin-3-ium) | 1311090-53-5

• 英文名称: 3,3'-(1,4-phenylene)bis(7-(diethylamino)-2,2-difluoro-2H-2l4-benzo[e][1,3,2]oxazaborinin-3-ium)
• CAS: 1311090-53-5
• 化学式: C₂₈H₃₂B₂F₄N₄O₂
• 分子量: 554.203
• InChiKey: SMVGTJZJLGAUAG-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：

  5-(Diethylamino)-2-[[4-[[4-(diethylamino)-2-hydroxyphenyl]methylideneamino]phenyl]iminomethyl]phenol 在 三氟化硼乙醚 、 N,N-二异丙基乙胺 作用下， 以 1,1-二氯乙烷 为溶剂， 反应 0.5h， 以81%的产率得到3,3'-(1,4-phenylene)bis(7-(diethylamino)-2,2-difluoro-2H-2l4-benzo[e][1,3,2]oxazaborinin-3-ium)
  参考文献：
  名称：

  Facile Synthesis of Highly Fluorescent Boranil Complexes

  摘要：

  Complexation of a large variety of Anils (aniline-imines) with boron(III) precursors provides stable Boranils, some of which have been structurally characterized. Analysis of their optical properties reveals that the fluorescence stems from an intraligand charge transfer (ILCT) state with the best quantum yields reaching 90%. Chemistry on the Boranils allows grafting of photoactive modules acting as energy antennae for borondipyrromethene (Bodipy) and subphtalocyanine (SubPc) fluorophores.

  DOI：

  10.1021/ol2011665

文献信息

• Polyanils and Polyboranils: Synthesis, Optical Properties, and Aggregation-Induced Emission
  作者：Denis Frath、Karima Benelhadj、Maxime Munch、Julien Massue、Gilles Ulrich

  DOI：10.1021/acs.joc.6b01756

  日期：2016.10.21

  A first series of polyanils were synthesized by a simple condensation between either isomers of phenylenediamine derivatives or 1,3,5-benzenetriamine and 4-(diethylamino)salicylaldehyde, while a second series resulted from the condensation between 4,6-dihydroxyisophthalaldehyde or 2,5-dihydroxyterephthalaldehyde and differently substituted anilines. All these polyanils showed good chelating abilities toward trivalent boron fragments such as BF2 or BPh2 to yield the corresponding boranils. The optical properties of these novel fluorophores have been studied both in solution and in the solid-state and show emission wavelengths covering the entire visible spectrum and near infrared (NIR), depending on molecular structure, substitution, and environment. While faintly fluorescent in solution in their molecular state, some polyanils show typical aggregation-induced emission (ALE) behavior upon addition of increasing amounts of water in THF solution, leading to a sizable enhancement of fluorescence intensity.