10-benzyl-9-(4-hydroxyphenyl)-3,3,6,6-tetramethyldecahydroacrydin-1,8-dione | 259747-36-9

• 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: 10-benzyl-9-(4-hydroxyphenyl)-3,3,6,6-tetramethyldecahydroacrydin-1,8-dione
• 英文别名: 10-Benzyl-9-(4-hydroxyphenyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione；10-benzyl-9-(4-hydroxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-acridine-1,8-dione
• CAS: 259747-36-9
• 化学式: C₃₀H₃₃NO₃
• mdl: MFCD03992586
• 分子量: 455.597
• InChiKey: KJHGQSTZGDKECI-UHFFFAOYSA-N

物化性质

• 熔点：
  193-195 °C
• 沸点：
  634.3±55.0 °C(predicted)
• 密度：
  1.22±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对羟基苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 苄胺 在 溶剂黄146 作用下， 以53%的产率得到9-(4-hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  Competitive One-Pot Reactions: Simultaneous Synthesis of Decahydroacridine-1,8-diones and 1,8-Dioxo-octahydroxanthenes and Photophysical Characterization

  摘要：

  A simple and convenient one-pot method for simultaneously obtaining decahydroacridine-1,8-diones and 1,8-dioxo-octahydroxanthene derivatives is described. A high conversion yielding both products was obtained under the reaction conditions. To understand the optical behavior of the model compounds and their potential use as antenna moieties in bichromophoric systems, the photophysical properties of all samples were studied using ultraviolet-visible absorption and steady-state fluorescence spectroscopy in methanol solutions. For the case of the acridinediones, the fluorescence spectra were found to exhibit the typical emission profile of the locally excited state, whereas, contrary to previous published experimental results, reliable fluorescence emission spectra for the xanthenes derivatives could not be obtained. On the other hand, the poor quantum yields of the synthesized decahydroacridine-1,8-diones were explained based on the benzene-like substitution effect, which favors the intersystem crossing relaxation mechanism. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.831903

文献信息

• Competitive One-Pot Reactions: Simultaneous Synthesis of Decahydroacridine-1,8-diones and 1,8-Dioxo-octahydroxanthenes and Photophysical Characterization
  作者：Sugey M. Martinez Gomez、Diego M. Alzate Sanchez、William Rodríguez-Córdoba、Cesar A. Sierra、Cristian Ochoa-Puentes

  DOI：10.1080/00397911.2013.831903

  日期：2014.3.4

  A simple and convenient one-pot method for simultaneously obtaining decahydroacridine-1,8-diones and 1,8-dioxo-octahydroxanthene derivatives is described. A high conversion yielding both products was obtained under the reaction conditions. To understand the optical behavior of the model compounds and their potential use as antenna moieties in bichromophoric systems, the photophysical properties of all samples were studied using ultraviolet-visible absorption and steady-state fluorescence spectroscopy in methanol solutions. For the case of the acridinediones, the fluorescence spectra were found to exhibit the typical emission profile of the locally excited state, whereas, contrary to previous published experimental results, reliable fluorescence emission spectra for the xanthenes derivatives could not be obtained. On the other hand, the poor quantum yields of the synthesized decahydroacridine-1,8-diones were explained based on the benzene-like substitution effect, which favors the intersystem crossing relaxation mechanism. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]