5-bromo-5'-methoxy-2,2'-ethene-1,2-diyl-bis-thiophene | 41002-22-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-bromo-5'-methoxy-2,2'-ethene-1,2-diyl-bis-thiophene
• CAS: 41002-22-6
• 化学式: C₁₁H₉BrOS₂
• 分子量: 301.228
• InChiKey: IIMRXNZVXVCLLN-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  5-bromo-5'-methoxy-2,2'-ethene-1,2-diyl-bis-thiophene 在 bis-triphenylphosphine-palladium(II) chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 二甲基亚砜 为溶剂， 反应 60.0h， 生成 2,5-bis{(E)-5-[2-(5-methoxythiophen-2-yl)ethenyl]thiophen-2-yl}-3,4-dinitrothiophene
  参考文献：
  名称：

  3,4-Dinitrothiophene as a central unit of quadrupolar push-pull-push systems

  摘要：

  3,4-Dinitrothiophene has been utilized as a central acceptor unit in quadrupolar D-pi-A-pi-D push-pull-push chromophores. Employing cross-coupling and Knoevenagel reactions, nine novel chromophores bearing terminal methoxythiophene donor and systematically extended/varied pi-linker were synthesized. Optical properties were studied by electronic absorption spectra. Fundamental optoelectronic properties were investigated by semiempirical PM7 calculations. It was shown that by varying the pi-conjugated system the longestwavelength absorption maxima can be shifted from 341 to 489 nm. The calculated HOMO-LUMO gaps were found within the range of 6.69-7.29 eV, while the second-order molecular polarizabilities can be tuned from 0.038 to 1.578 x 10(-27) esu.

  DOI：

  10.1007/s10593-017-2020-1