10-(4-methoxy-phenylethynyl)-anthracene-9-carbonitrile | 852609-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 10-(4-methoxy-phenylethynyl)-anthracene-9-carbonitrile
• 英文别名: 10-[2-(4-methoxyphenyl)ethynyl]anthracene-9-carbonitrile
• CAS: 852609-04-2
• 化学式: C₂₄H₁₅NO
• 分子量: 333.389
• InChiKey: FAVDJOMIRYDGDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-氰基蒽 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 溴 作用下， 以 四氢呋喃 、 硝基甲烷 为溶剂， 反应 24.33h， 生成 10-(4-methoxy-phenylethynyl)-anthracene-9-carbonitrile
  参考文献：
  名称：

  Structure−Property Relationships in Conjugated Donor−Acceptor Molecules Based on Cyanoanthracene:  Computational and Experimental Studies

  摘要：

  Two series of pi-conjugated bipolar compounds, namely, 9-phenyl-10-anthronitriles (PAN series) and 9-phenylethynyl-10-anthronitriles (PEAN series), having inherent redox centers have been synthesized and their electronic absorption, fluorescence emission, and electrochemical behavior have been studied. Electrochemiluminescence of these molecules bearing weak, strong, and spin-polarized donors is also studied. The observed electronic properties are explained with the help of results obtained from density functional theory (DFT-B3LYP/6-31G*) calculations. The structure-property relationships of all the molecules are discussed.

  DOI：

  10.1021/jo051183g

文献信息

• Synthesis, Electronic Properties, and Electrochemiluminescence of Donor-Substituted Phenylethynylanthronitriles
  作者：Arumugasamy Elangovan、Kuo-Ming Kao、Shu-Wen Yang、Yu-Ling Chen、Tong-Ing Ho、Yuhlong Oliver Su

  DOI：10.1021/jo0477953

  日期：2005.5.1

  A new series of T-conjugated donor-acceptor compounds (1-6) with inherent redox centers have been prepared and studied with respect to their electronic properties. The photophysical characteristics of these compounds have been studied in relation to their structures. Cyclic voltammetry and UV-vis spectroelectrochemistry were used to probe the ground-state electronic properties of the neutral and charged species. The observed electronic absorption properties of the neutral and charged molecules are explained with the help of frontier orbital structures and electrostatic potential maps obtained from density functional theory (DFT, B3LY-P/6-31G*) calculations. Electrochemiluminescence (ECL) of this series of donor-substituted phenylethynyl-anthronitriles with different donors was also studied. The structure-property relationship of all of the compounds is discussed.