3,3'-(1,2-phenylenedivinylene)di(benzo[b]thiophene) | 1393680-29-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3,3'-(1,2-phenylenedivinylene)di(benzo[b]thiophene)
• 英文别名: 3,3'-(o-phenylenedivinylene)di(benzothiophene)
• CAS: 1393680-29-9
• 化学式: C₂₆H₁₈S₂
• 分子量: 394.561
• InChiKey: QUYBPAUFEUTSBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,3'-(1,2-phenylenedivinylene)di(benzo[b]thiophene) 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以21%的产率得到3,3'-(1,2-dihydronaphthalene-2,3-diyl)di(benzo[b]thiophene)
  参考文献：
  名称：

  Photochemical and Thermal Transformations of Thiophene o-Distyrylbenzene Analogues in Acidic Media

  摘要：

  Intramolecular photochemical reactions of thiophene analogues of o-distyrylbenzene, 2,2'-(o-phenylenedivinylene)dithiophenes (1a,b), 3,3'-(o-phenylenedivinylene)dithiophene (2a) and 3,3'-(o-phenylenedivinylene)dibenzothiophene (2b), were studied in acidic media at low concentrations. A 1,6- and 1,5-ring closure of hexatriene system leading to dihydronaphthalene or indene derivatives, respectively, was observed. (doi: 10.5562/cca2120)

  DOI：

  10.5562/cca2120
• 作为产物：
  描述：

  3-甲醛苯并噻吩 、 o-xylylene(bistriphenylphospine) dibromide 生成 3,3'-(1,2-phenylenedivinylene)di(benzo[b]thiophene)
  参考文献：
  名称：

  Photochemical and Thermal Transformations of Thiophene o-Distyrylbenzene Analogues in Acidic Media

  摘要：

  Intramolecular photochemical reactions of thiophene analogues of o-distyrylbenzene, 2,2'-(o-phenylenedivinylene)dithiophenes (1a,b), 3,3'-(o-phenylenedivinylene)dithiophene (2a) and 3,3'-(o-phenylenedivinylene)dibenzothiophene (2b), were studied in acidic media at low concentrations. A 1,6- and 1,5-ring closure of hexatriene system leading to dihydronaphthalene or indene derivatives, respectively, was observed. (doi: 10.5562/cca2120)

  DOI：

  10.5562/cca2120

文献信息

• Photochemical transformation of β,β′-dithienyl substituted o-divinylbenzenes leading to 1,2-dihydronaphthalenes or fused pentacyclic compounds: first evidence of electrocyclization process via 2,3-dihydronaphthalene intermediates
  作者：Dragana Vuk、Željko Marinić、Krešimir Molčanov、Biserka Kojić-Prodić、Marija Šindler-Kulyk

  DOI：10.1016/j.tet.2012.06.019

  日期：2012.8

  The photochemical behaviour of 2,2′-(o-phenylenedivinylene)dithiophenes (7a–c), 3,3′-(o-phenylenedivinylene)dithiophene (8a) and 3,3′-(o-phenylenedivinylene)dibenzothiophene (8b) was studied under the low concentrations. An intramolecular reaction via the 2,3-dihydronaphthalene intermediate has been observed in all studied examples accompanied by dimerization and polymerization. The 1,2-dihydro-2,

  2,2'-（邻苯基二亚乙烯基）二噻吩（7a - c），3,3'-（邻苯基二亚乙烯基）二噻吩（8a）和3,3'-（邻苯基二亚乙烯基）二苯并噻吩（8b）的光化学行为在低浓度下进行了研究。在所有研究的实施例中都观察到了经由2，3-二氢萘中间体的分子内反应，伴随着二聚和聚合。从2-噻吩衍生物中分离出1,2-二氢-2,3-二噻吩基萘（9a – c）（7–9％），而3-噻吩衍生物具有多环结构（13–44％产率）。