1-(4-bromophenyl)-3-(4-(N,N-diphenylamino)phenyl)prop-2-en-1-one | 801269-38-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(4-bromophenyl)-3-(4-(N,N-diphenylamino)phenyl)prop-2-en-1-one
• 英文别名: 1-(4-bromophenyl)-3-[4-(N-phenylanilino)phenyl]prop-2-en-1-one
• CAS: 801269-38-5
• 化学式: C₂₇H₂₀BrNO
• 分子量: 454.366
• InChiKey: RCDPCLZNGISLBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-3-(4-(N,N-diphenylamino)phenyl)prop-2-en-1-one 在 四(三苯基膦)钯 、 ammonium acetate 、 二乙胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Enhancement of two photon absorption properties by charge transfer in newly synthesized aza-boron-dipyrromethene compounds containing triphenylamine, 4-ethynyl-N,N-dimethylaniline and methoxy moieties

  摘要：

  The effects of substitution and charge transfer on linear and nonlinear optical absorption (especially two photon absorption) properties of aza-BODIPY containing triphenylamine, 4-ethynyl-N,N-dimethylaniline and methoxy moieties were investigated by ultrafast pump probe spectroscopy technique. Fluorescence and ultrafast pump probe spectroscopy experiments revealed that aza-BODIPY compounds with good electron donating moieties (triphenylamine and 4-ethynyl-N,N-dimethylaniline moieties) have charge transfer from electron donating parts of the molecules to aza-BODIPY core. The two photon absorption cross sections increase with the electron donating strength. Maximum two photon absorption cross section is obtained as 126 GM at telecommunication wavelength (1310 nm) for aza-BODIPY compound containing triphenylamine, 4-ethynyl-N,N-dimethylaniline. Our results indicate that charge transfer enhances two photon absorption properties. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2013.02.002
• 作为产物：
  描述：

  4-二苯胺基苯甲醛 、 4-溴苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 以55%的产率得到1-(4-bromophenyl)-3-(4-(N,N-diphenylamino)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  溶液和聚合物基质中含三苯氨基结构单元查尔酮的光谱性质

  摘要：

  新型查耳酮（3-苯基-1-苯基丙-2-烯-1-酮）的一端（第3位）被给电子二苯氨基苯基取代基取代，另一端（第1位）被具有可变电子效应的噻吩（CH-准备了1 – CH-5）。将这些分子在氯仿，环己烷，乙腈，甲醇等溶剂中的光谱特性与聚苯乙烯（PS），聚甲基丙烯酸甲酯（PMMA）和聚氯乙烯（PVC）的聚合物基质进行了比较3- [4-（N，N-二甲基氨基）苯基] -1-苯基丙-2-烯-1-酮（CH-1m）和3- [4-（N，N-二甲基氨基）苯基] -1- （4-硝基苯基）prop-2-en-1-one（CH-2m）。模型查耳酮CH-1m和CH-2m的最长波长吸收带在400-420 nm范围内，似乎不受介质的影响。荧光随着乙腈的加入而增加，而在甲醇中则被有效地猝灭。强大的吸引电子的硝基基团淬灭了CH-2m的荧光在几乎所有溶剂中。相反，当将分子结合到聚合物基质中时，荧光变得更强烈。在所有介质中，观察到

  DOI：

  10.1016/j.dyepig.2011.07.011

文献信息

• Preparation of Optically Pure Tertiary Phosphine Oxides via the Addition of<i>P</i>-Stereogenic Secondary Phosphine Oxide to Activated Alkenes
  作者：Ji-Ping Wang、Shao-Zhen Nie、Zhong-Yang Zhou、Jing-Jing Ye、Jing-Hong Wen、Chang-Qiu Zhao

  DOI：10.1021/acs.joc.6b01371

  日期：2016.9.2

  Functionalized P,C-stereogenic tertiary phosphine oxides were prepared by the addition of (RP)-menthyl phenylphosphine oxide to activated olefins, in high drP and drC, and were isolated in excellent yields. The reaction was readily catalyzed by Ca(OH)2 or occurred with gentle heating. A wide range of substrates, including vinyl ketones, esters, nitriles, and nitro alkenes, can be used in the reaction

  通过在高dr P和dr C下向活化烯烃中添加（R P）-薄荷基苯基膦氧化物制备功能化的P，C-立体异构叔膦氧化物，并以优异的收率进行分离。反应易于被Ca（OH）2催化或在温和加热下发生。反应中可以使用多种底物，包括乙烯基酮，酯，腈和硝基烯烃。
• Spectral properties of chalcone containing triphenylamino structural unit in solution and in polymer matrices
  作者：Martin Danko、Anita Andics、Csaba Kosa、Pavol Hrdlovic、Daniel Vegh

  DOI：10.1016/j.dyepig.2011.07.011

  日期：2012.3

  highest in chloroform for the chalcone with a methyl-thiophene (0.49) and low for the chalcone with a fluorenyl-thiophene group (0.07). The fluorescence of all chalcones (CH-1–CH-5) was effectively quenched in polar acetonitrile and methanol, and was less intense relative to chloroform when incorporated into a polymer matrix and more intense relative to other solvents. The lifetime of fluorescence was in

  新型查耳酮（3-苯基-1-苯基丙-2-烯-1-酮）的一端（第3位）被给电子二苯氨基苯基取代基取代，另一端（第1位）被具有可变电子效应的噻吩（CH-准备了1 – CH-5）。将这些分子在氯仿，环己烷，乙腈，甲醇等溶剂中的光谱特性与聚苯乙烯（PS），聚甲基丙烯酸甲酯（PMMA）和聚氯乙烯（PVC）的聚合物基质进行了比较3- [4-（N，N-二甲基氨基）苯基] -1-苯基丙-2-烯-1-酮（CH-1m）和3- [4-（N，N-二甲基氨基）苯基] -1- （4-硝基苯基）prop-2-en-1-one（CH-2m）。模型查耳酮CH-1m和CH-2m的最长波长吸收带在400-420 nm范围内，似乎不受介质的影响。荧光随着乙腈的加入而增加，而在甲醇中则被有效地猝灭。强大的吸引电子的硝基基团淬灭了CH-2m的荧光在几乎所有溶剂中。相反，当将分子结合到聚合物基质中时，荧光变得更强烈。在所有介质中，观察到
• Enhancement of two photon absorption properties by charge transfer in newly synthesized aza-boron-dipyrromethene compounds containing triphenylamine, 4-ethynyl-N,N-dimethylaniline and methoxy moieties
  作者：Sezen Tekin、Betül Küçüköz、Halil Yılmaz、Gökhan Sevinç、Mustafa Hayvalı、H. Gul Yaglioglu、Ayhan Elmali

  DOI：10.1016/j.jphotochem.2013.02.002

  日期：2013.3

  The effects of substitution and charge transfer on linear and nonlinear optical absorption (especially two photon absorption) properties of aza-BODIPY containing triphenylamine, 4-ethynyl-N,N-dimethylaniline and methoxy moieties were investigated by ultrafast pump probe spectroscopy technique. Fluorescence and ultrafast pump probe spectroscopy experiments revealed that aza-BODIPY compounds with good electron donating moieties (triphenylamine and 4-ethynyl-N,N-dimethylaniline moieties) have charge transfer from electron donating parts of the molecules to aza-BODIPY core. The two photon absorption cross sections increase with the electron donating strength. Maximum two photon absorption cross section is obtained as 126 GM at telecommunication wavelength (1310 nm) for aza-BODIPY compound containing triphenylamine, 4-ethynyl-N,N-dimethylaniline. Our results indicate that charge transfer enhances two photon absorption properties. (C) 2013 Elsevier B.V. All rights reserved.