3-Iodo-2-methoxy-1-[2-methoxy-3-[2-[3-methoxy-4-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]ethynyl]naphthalen-1-yl]naphthalene | 219997-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Iodo-2-methoxy-1-[2-methoxy-3-[2-[3-methoxy-4-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]ethynyl]naphthalen-1-yl]naphthalene
• CAS: 219997-14-5
• 化学式: C₄₆H₃₃IO₄
• 分子量: 776.67
• InChiKey: IWNFILSLFMZLSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二(三正丁基甲锡烷基)乙炔 、 3-Iodo-2-methoxy-1-[2-methoxy-3-[2-[3-methoxy-4-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]ethynyl]naphthalen-1-yl]naphthalene 在 palladium diacetate 、 三苯基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.5h， 以51%的产率得到2-Methoxy-1-[2-methoxy-3-[2-[3-methoxy-4-[2-methoxy-3-[2-[3-methoxy-4-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]ethynyl]naphthalen-1-yl]naphthalen-2-yl]ethynyl]naphthalen-1-yl]-3-[2-[3-methoxy-4-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]ethynyl]naphthalene
  参考文献：
  名称：

  Stepwise synthesis and characterization of oligomers based on 1,1′-binaphthol with 3,3′-acetylene spacer

  摘要：

  A selective mono de-iodination led to an alternative preparation of a mono-iodo binaphthol-derivative in high yield. With the mono-iodo compound, several structurally well-defined, 1,1'-binaphthol-based optically active oligomers with a 3,3'-acetylene spacer were synthesized through palladium catalyzed, stepwise-coupling methods. The electrical and photo-physical properties of the oligomers have been examined. The electrical; photo-absorption, excitation and fluorescent data for various oligomers indicated that there is a very limited conjugation present between the naphthylene rings. The atropic of 1,1'-binaphthyl moiety led to twist and rigid main chain in the oligomers and;polymers. With the changes of the external environment such as solvents, solvent viscosity and ambient temperature, the wavelengths of absorption and fluorescence and the intensities of absorption are changed slightly, but the fluorescent intensity and quantum yield can be influenced. The luminescent behaviors of the longer chain oligomer exhibit the twisted intramolecular charge transfer characteristic, which has a potential application in wavelength-stable light emitting material adaptable to ambient temperature and the solvent used in wide range. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00381-4
• 作为产物：
  描述：

  (S)-(-)-2,2’-二甲氧基-1,1’-联萘 在 palladium diacetate 、 copper(l) iodide 、 正丁基锂 、 四甲基乙二胺 、 水 、 碘 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 81.0h， 生成 3-Iodo-2-methoxy-1-[2-methoxy-3-[2-[3-methoxy-4-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]ethynyl]naphthalen-1-yl]naphthalene
  参考文献：
  名称：

  Stepwise synthesis and characterization of oligomers based on 1,1′-binaphthol with 3,3′-acetylene spacer

  摘要：

  A selective mono de-iodination led to an alternative preparation of a mono-iodo binaphthol-derivative in high yield. With the mono-iodo compound, several structurally well-defined, 1,1'-binaphthol-based optically active oligomers with a 3,3'-acetylene spacer were synthesized through palladium catalyzed, stepwise-coupling methods. The electrical and photo-physical properties of the oligomers have been examined. The electrical; photo-absorption, excitation and fluorescent data for various oligomers indicated that there is a very limited conjugation present between the naphthylene rings. The atropic of 1,1'-binaphthyl moiety led to twist and rigid main chain in the oligomers and;polymers. With the changes of the external environment such as solvents, solvent viscosity and ambient temperature, the wavelengths of absorption and fluorescence and the intensities of absorption are changed slightly, but the fluorescent intensity and quantum yield can be influenced. The luminescent behaviors of the longer chain oligomer exhibit the twisted intramolecular charge transfer characteristic, which has a potential application in wavelength-stable light emitting material adaptable to ambient temperature and the solvent used in wide range. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00381-4