2,2'-bis(2,2'-bithiophene-5-yl)-3,3'-bithianaphthene | 1258554-56-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2,2'-bis(2,2'-bithiophene-5-yl)-3,3'-bithianaphthene
• 英文别名: 2-(5-Thiophen-2-ylthiophen-2-yl)-3-[2-(5-thiophen-2-ylthiophen-2-yl)-1-benzothiophen-3-yl]-1-benzothiophene；2-(5-thiophen-2-ylthiophen-2-yl)-3-[2-(5-thiophen-2-ylthiophen-2-yl)-1-benzothiophen-3-yl]-1-benzothiophene
• CAS: 1258554-56-1
• 化学式: C₃₂H₁₈S₆
• 分子量: 594.891
• InChiKey: UKACELDCJRWODV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  169
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,2'-dibromo-3,3'-bithianaphthene 、 2-(tri-n-butyl)stannyl-5,2'-bithiophene 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 以98%的产率得到2,2'-bis(2,2'-bithiophene-5-yl)-3,3'-bithianaphthene
  参考文献：
  名称：

  An effective multipurpose building block for 3D electropolymerisation: 2,2′-Bis(2,2′-bithiophene-5-yl)-3,3′-bithianaphthene

  摘要：

  Novel thiophene-based oligomer 2 2 -bis(2 2 -bithiophene-5-yl)-3 3 -bithianaphthene (TX) was designed and synthesized and its electrochemical and spectral properties characterised TX was readily polymerised electrochemically to form well organized conducting homopolymer films on various solid electrode substrates Moreover it was successfully used for deposition by electropolymerisation of electrochemically active thin films of co-polymers with three different monomers of functionalised bis(2 2'-bithienyl)methane derivatives It appeared that TX was an effective crosslinker and 3D promoter in these electropolymerisations involving co-monomers intrinsically showing limited aptitude for the electropolymerisation or forming polymer films of low conductivity This attractive TX ability stems from combination of its (i) high conjugation efficiency in each of the two planar moieties (ii) intrinsic 3D structure on account of the presence of the central node and (iii) intrinsic regioselectivity in electropolymerisation on account of the positions of the two available free a-thiophene sites (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.electacta.2010.04.070

文献信息

• An effective multipurpose building block for 3D electropolymerisation: 2,2′-Bis(2,2′-bithiophene-5-yl)-3,3′-bithianaphthene
  作者：Francesco Sannicolò、Simona Rizzo、Tiziana Benincori、Włodzimierz Kutner、Krzysztof Noworyta、Janusz W. Sobczak、Valentina Bonometti、Luigi Falciola、Patrizia R. Mussini、Marco Pierini

  DOI：10.1016/j.electacta.2010.04.070

  日期：2010.11

  Novel thiophene-based oligomer 2 2 -bis(2 2 -bithiophene-5-yl)-3 3 -bithianaphthene (TX) was designed and synthesized and its electrochemical and spectral properties characterised TX was readily polymerised electrochemically to form well organized conducting homopolymer films on various solid electrode substrates Moreover it was successfully used for deposition by electropolymerisation of electrochemically active thin films of co-polymers with three different monomers of functionalised bis(2 2'-bithienyl)methane derivatives It appeared that TX was an effective crosslinker and 3D promoter in these electropolymerisations involving co-monomers intrinsically showing limited aptitude for the electropolymerisation or forming polymer films of low conductivity This attractive TX ability stems from combination of its (i) high conjugation efficiency in each of the two planar moieties (ii) intrinsic 3D structure on account of the presence of the central node and (iii) intrinsic regioselectivity in electropolymerisation on account of the positions of the two available free a-thiophene sites (C) 2010 Elsevier Ltd All rights reserved