3',6;-bis(diethylamino)-2-(4-fluorophenyl)-2,3-dihydrospiro-[isoindole-1,9'-xanthene]-3-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3',6;-bis(diethylamino)-2-(4-fluorophenyl)-2,3-dihydrospiro-[isoindole-1,9'-xanthene]-3-one
• 英文别名: 3',6'-Bis(diethylamino)-2-(4-fluorophenyl)spiro[isoindole-3,9'-xanthene]-1-one；3',6'-bis(diethylamino)-2-(4-fluorophenyl)spiro[isoindole-3,9'-xanthene]-1-one
• 化学式: C₃₄H₃₄FN₃O₂
• 分子量: 535.661
• InChiKey: CXBRPVAPUGYJRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3',6;-bis(diethylamino)-2-(4-fluorophenyl)-2,3-dihydrospiro-[isoindole-1,9'-xanthene]-3-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以81%的产率得到3'-N,3'-N,6'-N,6'-N-tetraethyl-2-(4-fluorophenyl)-2,3-dihydrospiro[isoindole-1,9'-xanthene]-3',6'-diamine
  参考文献：
  名称：

  Anilinomethylrhodamines: pH Sensitive Probes with Tunable Photophysical Properties by Substituent Effect

  摘要：

  A series of pH dependent rhodamine analogues possessing an anilino-methyl moiety was developed and shown to exhibit a unique photophysical response to pH. These anilinomethylrhodamines (AnMR) maintain a colorless, non-fluorescent spirocyclic structure at high pH. The spirocyclic structures open in mildly acidic conditions and are weakly fluorescent; however, at very low pH, the fluorescence is greatly enhanced. The equilibrium constants of these processes show a linear response to substituent effects, which was demonstrated by the Hammett equation.

  DOI：

  10.1021/jo401323g
• 作为产物：
  描述：

  罗丹明B 在 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 28.0h， 生成 3',6;-bis(diethylamino)-2-(4-fluorophenyl)-2,3-dihydrospiro-[isoindole-1,9'-xanthene]-3-one
  参考文献：
  名称：

  Anilinomethylrhodamines: pH Sensitive Probes with Tunable Photophysical Properties by Substituent Effect

  摘要：

  A series of pH dependent rhodamine analogues possessing an anilino-methyl moiety was developed and shown to exhibit a unique photophysical response to pH. These anilinomethylrhodamines (AnMR) maintain a colorless, non-fluorescent spirocyclic structure at high pH. The spirocyclic structures open in mildly acidic conditions and are weakly fluorescent; however, at very low pH, the fluorescence is greatly enhanced. The equilibrium constants of these processes show a linear response to substituent effects, which was demonstrated by the Hammett equation.

  DOI：

  10.1021/jo401323g

文献信息

• System and Method for a Three-Dimensional Optical Switch Display Device
  申请人：Southern Methodist University

  公开号：US20220007005A1

  公开（公告）日：2022-01-06

  The present invention includes a system, apparatus and method for generating a three-dimensional image and/or printing a three-dimensional structures, the system comprising: a medium comprising an acid-sensitive photoinitiator, a photoacid, monomers, donors, and acceptors, wherein the acceptor has a non-fluorescent state and a fluorescent state, wherein at one wavelength of optical excitation an optical molecular switch molecule has a first state, and at a second state the optical molecular switch molecule fluoresces at a second wavelength of excitation; and at least a first light source and a second light source into the medium, wherein light emitted by the at least first and second light sources are directed to contact the acid-sensitive photoinitiator, wherein a first wavelength activates the photo acid, and the second wavelength triggers polymerization of the monomers.
• Anilinomethylrhodamines: pH Sensitive Probes with Tunable Photophysical Properties by Substituent Effect
  作者：Quinn A. Best、Chuangjun Liu、Paul D. van Hoveln、Matthew E. McCarroll、Colleen N. Scott

  DOI：10.1021/jo401323g

  日期：2013.10.18

  A series of pH dependent rhodamine analogues possessing an anilino-methyl moiety was developed and shown to exhibit a unique photophysical response to pH. These anilinomethylrhodamines (AnMR) maintain a colorless, non-fluorescent spirocyclic structure at high pH. The spirocyclic structures open in mildly acidic conditions and are weakly fluorescent; however, at very low pH, the fluorescence is greatly enhanced. The equilibrium constants of these processes show a linear response to substituent effects, which was demonstrated by the Hammett equation.