2,2-difluoro-4-(p-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine | 34075-87-1

• 英文名称: 2,2-difluoro-4-(p-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine
• CAS: 34075-87-1；86973-47-9
• 化学式: C₁₉H₁₈BF₂NO₂
• 分子量: 341.165
• InChiKey: ULFSSAOYDKORIR-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

• 作为反应物：
  描述：

  2,2-difluoro-4-(p-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine 在 盐酸 作用下， 以 水 、 丙酮 为溶剂， 生成 2,2-difluoro-4-(p-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine hydrochloride
  参考文献：
  名称：

  溶剂化和质子化对二氟化硼类姜黄素发光的影响

  摘要：

  通过吸收、稳态和时间分辨发光光谱和量子化学建模研究了多种含有二甲基氨基的二氟化硼类姜黄素与盐酸在有机溶剂-水体系中的相互作用。为了研究供体 α-取代基在与酸的反应中的影响，对类姜黄素进行了比较研究。已确定由于这种相互作用会发生可逆反应，导致形成染料盐酸盐，溶液变色，发光颜色从红色变为蓝色。

  DOI：

  10.1007/s11172-023-3880-4
• 作为产物：
  描述：

  2,2-difluoro-4-(p-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine hydrochloride 在 sodium hydroxide 作用下， 生成 2,2-difluoro-4-(p-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine
  参考文献：
  名称：

  (S2→S0) and (S1→S0) luminescence of dimethylaminostyryl-β-diketonates of boron difluoride

  摘要：

  Spectral-luminescence properties of several dimethylaminostyryl-beta-diketonates of boron difluoride with different alpha-substituents have been investigated through stationary and time-resolved spectroscopy. Quantum chemistry studies of the structure of excited states of 2,2-difluoro-4-(4'-dimethylaminostyryl)-6-phenyl-1,3,2-dioxaborine have been performed. Two luminescence centers have been revealed for the compound under study: an intensive band in the red-orange region of the spectrum caused by an S-1-S-0 transition and a short-wave luminescence in the blue region of the spectrum caused by an S-2-S-0 transition. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.04.016

文献信息

• Dicyanoboron diketonate dyes: Synthesis, photophysical properties and bioimaging
  作者：Yan Zhou、Yu-Zhe Chen、Jian-Hua Cao、Qing-Zheng Yang、Li-Zhu Wu、Chen-Ho Tung、Da-Yong Wu

  DOI：10.1016/j.dyepig.2014.07.001

  日期：2015.1

  A new class of dicyanoboron diketonates (B(CN)(2)) was synthesized and the photophysical properties were investigated. The B(CN)(2) complexes exhibited high molar absorption coefficients, large Stokes shifts, high photostability and low cytotoxicity. Especially, the emission of the B(CN)(2) extended into the deep red region. The extensive it conjugation and the presence of intramolecular charge transfer (ICT) transitions are responsible for their red-shifted emission. Their fluorescence are very sensitive to the polarity of the solvents. They are highly emissive in low polarity solvents, but weakly fluorescent in polar solvents. Cell imaging experiments demonstrated its potential application as a probe in bioorganisms due to its excellent imaging contrast. This strategy represents a facile approach to modulate the photophysical properties of dyes. (C) 2014 Elsevier Ltd. All rights reserved.