9,10-bis(perfluorobutyl)-dithieno[2,3-a:3′,2′-c]-phenazine | 1507294-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 9,10-bis(perfluorobutyl)-dithieno[2,3-a:3′,2′-c]-phenazine
• 英文别名: 9,10-bisC4F9dithiophenephenazine；16,17-bis(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-3,10-dithia-13,20-diazapentacyclo[10.8.0.02,6.07,11.014,19]icosa-1,4,6,8,11,13,15,17,19-nonaene
• CAS: 1507294-70-3
• 化学式: C₂₄H₆F₁₈N₂S₂
• 分子量: 728.428
• InChiKey: LWAQNUNTDROEBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  全氟碘代丁烷 、 9,10-dibromo-dithieno[2,3-a:3′,2′-c]phenazine 在 铜 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以27.7%的产率得到9,10-bis(perfluorobutyl)-dithieno[2,3-a:3′,2′-c]-phenazine
  参考文献：
  名称：

  Rational Design of Lamellar π–π Stacked Organic Crystalline Materials with Short Interplanar Distance

  摘要：

  Organic crystalline materials having a lamellar pi-pi stacked structural motif with short interplanar distance are significant for many applications. By asymmetrically introducing perfluoroalkyl substituents onto and polarizable sulfur atoms into N-containing heteroaromatics, we successfully synthesized a novel type of aromatic material that preferentially forms lamellar pi-pi stacked crystalline materials with a interplanar pi-pi distance of 3.247 angstrom, more than 0.1 angstrom shorter than that of highly oriented pyrolytic graphite (HOPG) where interplanar distance ranges from 3.35 to 3.39 angstrom.

  DOI：

  10.1021/cg401637a

文献信息

• Rational Design of Lamellar π–π Stacked Organic Crystalline Materials with Short Interplanar Distance
  作者：Anjaneyulu Putta、Jeffery D. Mottishaw、Zhihua Wang、Haoran Sun

  DOI：10.1021/cg401637a

  日期：2014.1.2

  Organic crystalline materials having a lamellar pi-pi stacked structural motif with short interplanar distance are significant for many applications. By asymmetrically introducing perfluoroalkyl substituents onto and polarizable sulfur atoms into N-containing heteroaromatics, we successfully synthesized a novel type of aromatic material that preferentially forms lamellar pi-pi stacked crystalline materials with a interplanar pi-pi distance of 3.247 angstrom, more than 0.1 angstrom shorter than that of highly oriented pyrolytic graphite (HOPG) where interplanar distance ranges from 3.35 to 3.39 angstrom.