bis(5-octyldithieno[2,3-b:3′,2′-d]thiophen-2-yl)methanone | 1442691-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: bis(5-octyldithieno[2,3-b:3′,2′-d]thiophen-2-yl)methanone
• CAS: 1442691-64-6
• 化学式: C₃₃H₃₈OS₆
• 分子量: 643.06
• InChiKey: ROSKIWJOBRUCQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.71
• 重原子数：
  40.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  bis(5-octyldithieno[2,3-b:3′,2′-d]thiophen-2-yl)methanone 在 吡啶 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以29.2%的产率得到1,1,2,2-tetrakis(5-octyldithieno[2,3-b:3′,2′-d]-thiophen-2-yl)ethane
  参考文献：
  名称：

  Synthesis for the Mesomer and Racemate of Thiophene-Based Double Helicene under Irradiation

  摘要：

  In this work, the racernate and mesorner of the thiophene-based naphthalene-cored double helicenes (1) were obtained efficiently by one-pot photocyclization of 1,1,2,2-tetralcis(dithieno[2,3-b:3',2'-d]thiophen-2-yOethene in the presence of iodine in dry benzene. The structure of meso-la was confirmed by single crystal X-ray analysis. The chiral resolution of the racemate was carried out by chiral HPLC, and the chiral properties, such as CD spectra, optical rotations, and half-life of enantiorners were characterized.

  DOI：

  10.1021/jo400691s
• 作为产物：
  描述：

  5-octyldithieno[2,3-b:3',2'-d]thiophene 、 二甲氨基甲酰氯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以60.5%的产率得到bis(5-octyldithieno[2,3-b:3′,2′-d]thiophen-2-yl)methanone
  参考文献：
  名称：

  Synthesis for the Mesomer and Racemate of Thiophene-Based Double Helicene under Irradiation

  摘要：

  In this work, the racernate and mesorner of the thiophene-based naphthalene-cored double helicenes (1) were obtained efficiently by one-pot photocyclization of 1,1,2,2-tetralcis(dithieno[2,3-b:3',2'-d]thiophen-2-yOethene in the presence of iodine in dry benzene. The structure of meso-la was confirmed by single crystal X-ray analysis. The chiral resolution of the racemate was carried out by chiral HPLC, and the chiral properties, such as CD spectra, optical rotations, and half-life of enantiorners were characterized.

  DOI：

  10.1021/jo400691s