<1,2,5>thiadiazolo<1,2,5>selenadiazolotetracyanoquinodimethan | 114041-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: <1,2,5>thiadiazolo<1,2,5>selenadiazolotetracyanoquinodimethan
• 英文别名: 4H,8H-4,8-bis(dicyanomethylene)<1,2,5>selenadiazolo<3,4-f>-2,1,3-benzothiadiazole；2-[8-(dicyanomethylidene)-[1,2,5]selenadiazolo[3,4-f][2,1,3]benzothiadiazol-4-ylidene]propanedinitrile
• CAS: 114041-88-2
• 化学式: C₁₂N₈SSe
• 分子量: 367.212
• InChiKey: SDVHZRILDZLIKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  146.72
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  trimethylethylammonium methylsulfate 、 <1,2,5>thiadiazolo<1,2,5>selenadiazolotetracyanoquinodimethan 以 乙腈 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Clathrate formation and molecular recognition by novel chalcogen-cyano interactions in tetracyanoquinodimethanes fused with thiadiazole and selenadiazole rings

  摘要：

  The intermolecular contacts between chalcogen atoms and cyano lone pairs were found to stabilize the crystalline state by electrostatic interaction. This interaction is one of the sources of the directionality in crystal packing of organic molecules and causes the formation of various types of inclusion lattices in the charge-transfer (CT) crystals of 1-3. By using highly selective formation of CT crystals with substituted aromatic hydrocarbons, particular isomers such as p-xylene or 2,6-dimethylnaphthalene (2,6-DMN) could be separated from the corresponding isomer mixtures. Lattice-related interaction plays a more significant role than molecular orbital interaction in the observed selectivity for para-disubstituted benzenes. However, the latter interaction is important for the recognition of 2,6-DMN from the 2,7 isomer.

  DOI：

  10.1021/ja00034a041
• 作为产物：
  描述：

  1,3-二氢-2,1,3-苯并噻二唑-4,7-二酮 在 溴 、 氧氯化硒 、 四氯化钛 、 三乙胺 作用下， 以 吡啶 为溶剂， 生成 <1,2,5>thiadiazolo<1,2,5>selenadiazolotetracyanoquinodimethan
  参考文献：
  名称：

  Preparation and Crystal Structures of Tetracyanoquinodimethans Fused with [1,2,5]Selenadiazole Units

  摘要：

  制备出的标题电子受体 TSDA (2) 和 BSDA (3)与硫类似物 BTDA (1) 结晶同构。与 1 相比，2 和 3 中的分子相互作用得到了加强，它们将分子连接起来，形成了二维扩展的 "片状 "网络及其无限层。

  DOI：

  10.1246/cl.1987.2285

文献信息

• Preparation and Crystal Structures of Tetracyanoquinodimethans Fused with [1,2,5]Selenadiazole Units
  作者：Takanori Suzuki、Chizuko Kabuto、Yoshiro Yamashita、Gunzi Saito、Toshio Mukai、Tsutomu Miyashi

  DOI：10.1246/cl.1987.2285

  日期：1987.11.5

  The title electron acceptors, TSDA (2) and BSDA (3), were prepared which crystallize isomorphously with the sulfur analogue, BTDA (1). The molecular interactions are enhanced in 2 and 3 compared with 1, which connect the molecules to form two-dimensionally expanded “sheet-like” networks and their infinite layers.

  制备出的标题电子受体 TSDA (2) 和 BSDA (3)与硫类似物 BTDA (1) 结晶同构。与 1 相比，2 和 3 中的分子相互作用得到了加强，它们将分子连接起来，形成了二维扩展的 "片状 "网络及其无限层。
• MUKAI, TOSIO;YAMASITA, JOSIO;SUDZUKI, TAKANORI
  作者：MUKAI, TOSIO、YAMASITA, JOSIO、SUDZUKI, TAKANORI

  DOI：——

  日期：——
• Clathrate formation and molecular recognition by novel chalcogen-cyano interactions in tetracyanoquinodimethanes fused with thiadiazole and selenadiazole rings
  作者：Takanori Suzuki、Hiroshi Fujii、Yoshiro Yamashita、Chizuko Kabuto、Shoji Tanaka、Masako Harasawa、Toshio Mukai、Tsutomu Miyashi

  DOI：10.1021/ja00034a041

  日期：1992.4

  The intermolecular contacts between chalcogen atoms and cyano lone pairs were found to stabilize the crystalline state by electrostatic interaction. This interaction is one of the sources of the directionality in crystal packing of organic molecules and causes the formation of various types of inclusion lattices in the charge-transfer (CT) crystals of 1-3. By using highly selective formation of CT crystals with substituted aromatic hydrocarbons, particular isomers such as p-xylene or 2,6-dimethylnaphthalene (2,6-DMN) could be separated from the corresponding isomer mixtures. Lattice-related interaction plays a more significant role than molecular orbital interaction in the observed selectivity for para-disubstituted benzenes. However, the latter interaction is important for the recognition of 2,6-DMN from the 2,7 isomer.