2-Phenyl-1,3-dithiophen-2-yl-4,5,6,7-tetrahydroisophosphindole 2-oxide | 282728-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Phenyl-1,3-dithiophen-2-yl-4,5,6,7-tetrahydroisophosphindole 2-oxide
• 英文别名: 2-phenyl-1,3-dithiophen-2-yl-4,5,6,7-tetrahydroisophosphindole 2-oxide
• CAS: 282728-34-1
• 化学式: C₂₂H₁₉OPS₂
• 分子量: 394.498
• InChiKey: YQZLIVDVNSQKPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  P-苯基-亚膦二溴化物 在 正丁基锂 、 二氯二茂锆 、 双(三甲基硅基)过氧化物 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 2-Phenyl-1,3-dithiophen-2-yl-4,5,6,7-tetrahydroisophosphindole 2-oxide
  参考文献：
  名称：

  Phosphole-Containing π-Conjugated Systems: From Model Molecules to Polymer Films on Electrodes

  摘要：

  Two series of 2.5-dipyridyl and 2.5-dithienylphosphole derivatives containing sigma (3)- or sigma (4)-P atoms were prepared. and their optical (UV/Vis absorption, fluorescence spectra) and electrochemical properties were systematically evaluated. These physical properties depend mainly on the natures of the 2.5-substituents and of the phosphorus moiety, and they revealed that these compounds contain extended pi- conjugated systems. Structure -property relationships were established on the basis of these experimental data and ab initio calculations on the parent molecules. The limited aromatic character and low-lying LUMO of the phosphole ring appear to be crucial for achieving a highly delocalised pi system. Electrooxidation of 2,5-dithienylphosphole derivatives affords electroactive films with low optical band gaps. As observed for the corresponding monomers, the optical and electrochemical properties of the polymers can be varied over a wide range by modifying the nature of the phosphorus moiety.

  DOI：

  10.1002/1521-3765(20011001)7:19<4222::aid-chem4222>3.0.co;2-3

文献信息

• Electropolymerization of π-Conjugated Oligomers Containing Phosphole Cores and Terminal Thienyl Moieties: Optical and Electronic Properties
  作者：Caroline Hay、Cédric Fischmeister、Muriel Hissler、Loic Toupet、Régis Réau

  DOI：10.1002/(sici)1521-3773(20000515)39:10<1812::aid-anie1812>3.0.co;2-d

  日期：2000.5.15
• Phosphole-Containing π-Conjugated Systems: From Model Molecules to Polymer Films on Electrodes
  作者：Caroline Hay、Muriel Hissler、Cédric Fischmeister、Joëlle Rault-Berthelot、Loïc Toupet、László Nyulászi、Régis Réau

  DOI：10.1002/1521-3765(20011001)7:19<4222::aid-chem4222>3.0.co;2-3

  日期：2001.10.1

  Two series of 2.5-dipyridyl and 2.5-dithienylphosphole derivatives containing sigma (3)- or sigma (4)-P atoms were prepared. and their optical (UV/Vis absorption, fluorescence spectra) and electrochemical properties were systematically evaluated. These physical properties depend mainly on the natures of the 2.5-substituents and of the phosphorus moiety, and they revealed that these compounds contain extended pi- conjugated systems. Structure -property relationships were established on the basis of these experimental data and ab initio calculations on the parent molecules. The limited aromatic character and low-lying LUMO of the phosphole ring appear to be crucial for achieving a highly delocalised pi system. Electrooxidation of 2,5-dithienylphosphole derivatives affords electroactive films with low optical band gaps. As observed for the corresponding monomers, the optical and electrochemical properties of the polymers can be varied over a wide range by modifying the nature of the phosphorus moiety.