3,3',3'',3'''-(1,2,2a,6b,7,8,8a,12b-octahydrodibenzo[a,e]dicyclobuta[c,g]cyclooctene-1,2,7,8-tetrayl)tetrathiophene | 1393680-34-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3,3',3'',3'''-(1,2,2a,6b,7,8,8a,12b-octahydrodibenzo[a,e]dicyclobuta[c,g]cyclooctene-1,2,7,8-tetrayl)tetrathiophene
• 英文别名: 3,4,13,14-tetra(3-thienyl)pentacyclo[14.4.0.0(2,5).0(6,11).0(12,15)]eicosa-1(20),6,8,10,16,18-hexaene；3-[(2S,3R,4S,5R,12S,13R,14S,15R)-4,13,14-tri(thiophen-3-yl)-3-pentacyclo[14.4.0.02,5.06,11.012,15]icosa-1(20),6,8,10,16,18-hexaenyl]thiophene
• CAS: 1393680-34-6
• 化学式: C₃₆H₂₈S₄
• 分子量: 588.882
• InChiKey: TZUUXZFAULRQRL-DOEVFAKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-噻吩甲醛 、 o-xylylene(bistriphenylphospine) dibromide 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 8.0h， 生成 3,3',3'',3'''-(1,2,2a,6b,7,8,8a,12b-octahydrodibenzo[a,e]dicyclobuta[c,g]cyclooctene-1,2,7,8-tetrayl)tetrathiophene
  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）。
• Photochemical and Thermal Transformations of Thiophene o-Distyrylbenzene Analogues in Acidic Media
  作者：Dragana Vuk、Željko Marinić、Krešimir Molčanov、Biserka Kojić-Prodić、Marija Šindler-Kulyk

  DOI：10.5562/cca2120

  日期：——

  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)