6,13-bis{bis[3,4-bis(dodecyloxy)phenyl]methylene}-2,3-dibromo-9,10-bis(dodecyloxy)-6,13-dihydropentacene | 1154754-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 并五苯
• 英文名称: 6,13-bis{bis[3,4-bis(dodecyloxy)phenyl]methylene}-2,3-dibromo-9,10-bis(dodecyloxy)-6,13-dihydropentacene
• 英文别名: 6,13-Bis[bis(3,4-didodecoxyphenyl)methylidene]-2,3-dibromo-9,10-didodecoxypentacene；6,13-bis[bis(3,4-didodecoxyphenyl)methylidene]-2,3-dibromo-9,10-didodecoxypentacene
• CAS: 1154754-90-1
• 化学式: C₁₆₈H₂₇₀Br₂O₁₀
• 分子量: 2609.79
• InChiKey: YOJMAMBPLMKZIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  70.2
• 重原子数：
  180
• 可旋转键数：
  124
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6,13-bis{bis[3,4-bis(dodecyloxy)phenyl]methylene}-2,3-dibromo-9,10-bis(dodecyloxy)-6,13-dihydropentacene 在 碘 、 methyloxirane 、 iron(III) chloride 作用下， 以 苯 、 硝基甲烷 、 二氯甲烷 为溶剂， 反应 18.5h， 以74%的产率得到2,3-dibromo-6,7,10,11,14,15,18,19,22,23-decakis(dodecyloxy)trinaphtho[1,2,3,4-fgh:1',2',3',4'-pqr:1'',2'',3'',4''-za1b1]trinaphthylene
  参考文献：
  名称：

  Expeditious Synthesis of Contorted Hexabenzocoronenes

  摘要：

  Contorted hexabenzocoronenes (HBCs) have been synthesized in an expedited manner utilizing a double Barton-Kellogg olefination reaction and a subsequent Scholl cyclization. The scope of both transformations was investigated using a series of pentacene quinones and double olefin precursors. The utility,of these reactions to help create functionalized and oligomeric HBCs in a rapid manner is demonstrated.

  DOI：

  10.1021/ol9001834
• 作为产物：
  描述：

  3,3,3'',3''-tetrakis[3,4-bis(dodecyloxy)phenyl]-2',3'-dibromo-9',10'-bis(dodecyloxy)dispiro[thiirane-2,6'-pentacene-13',2''-thiirane] 在 三苯基膦 作用下， 以 对二甲苯 为溶剂， 反应 16.0h， 以98%的产率得到6,13-bis{bis[3,4-bis(dodecyloxy)phenyl]methylene}-2,3-dibromo-9,10-bis(dodecyloxy)-6,13-dihydropentacene
  参考文献：
  名称：

  Expeditious Synthesis of Contorted Hexabenzocoronenes

  摘要：

  Contorted hexabenzocoronenes (HBCs) have been synthesized in an expedited manner utilizing a double Barton-Kellogg olefination reaction and a subsequent Scholl cyclization. The scope of both transformations was investigated using a series of pentacene quinones and double olefin precursors. The utility,of these reactions to help create functionalized and oligomeric HBCs in a rapid manner is demonstrated.

  DOI：

  10.1021/ol9001834