7-(2,6-Difluorophenyl)-1lambda4,3lambda4,5lambda4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene | 662141-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-(2,6-Difluorophenyl)-1lambda4,3lambda4,5lambda4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene
• 英文别名: 7-(2,6-difluorophenyl)-1λ4,3λ4,5λ4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene
• CAS: 662141-73-3
• 化学式: C₇H₃F₂N₅S₃
• 分子量: 291.329
• InChiKey: JHWNYDBOBWWJEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  7-(2,6-Difluorophenyl)-1lambda4,3lambda4,5lambda4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene 生成
  参考文献：
  名称：

  Formation of thiazyl radicals by the thermolysis and photolysis of sulfur–nitrogen bicycles RCN5S3

  摘要：

  DOI：

  10.1016/j.mencom.2007.06.005
• 作为产物：
  描述：

  2,6-difluoro-N,N,N'-tris(trimethylsilyl)benzenecarboximidamide 在 trithiazyl trichloride 作用下， 以 乙腈 为溶剂， 以68%的产率得到7-(2,6-Difluorophenyl)-1lambda4,3lambda4,5lambda4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene
  参考文献：
  名称：

  Syntheses, Structures and Theoretical Investigations of 1λ ⁴ ,3λ ⁴ ,5λ ⁴ ‐Trithia‐2,4,6,8,9‐pentaazabicyclo[3.3.1]nona‐1(9),2,3,5,7‐pentaenes

  摘要：

  AbstractThe syntheses of the title compounds RCN5S3 with electron‐withdrawing aryl substituents [R = 2‐FC6H4 (1m), 4‐FC6H4 (1n), 2,6‐F2C6H3 (1o), C6F5 (1p), 4‐NCC6H4 (1q) and Cl3C (1r)] are described. The X‐ray structures of 1n, 1o, 1q and 1r, together with those of Me2NCN5S3 (1b) and 4‐CH3C6H4CN5S3 (1f), are reported. The experimentally determined dependence of the bond lengths on the substituents R within the bicyclic system RCN5S3 is well‐reflected in the results of the theoretical calculations (RHF, MP2, B3LYP). The bonding model developed shows that acceptor substituents do not influence bonding within the bicycle. In the solid state, two fundamentally different primary interactions of the RCN5S3 molecules are observed; “stacking” and “dimerisation”, which can be rationalised by electrostatic interactions between the CN5S3 units. However, secondary effects − the interactions between the R substituents − may be even more dominant. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  DOI：

  10.1002/ejic.200300111

文献信息

• Inclusion Complexes of the Bicyclic Aryl‐Substituted Sulfur‐Nitrogen Compounds Ar−CN ₅ S ₃ with Fluorocarbon and Hydrocarbon Aromatics
  作者：Carsten Knapp、Enno Lork、Rüdiger Mews、Andrey V. Zibarev

  DOI：10.1002/ejic.200300951

  日期：2004.6

  Inclusion compounds with a stoichiometry of 2:1 were prepared from 7-Ar-1λ4,3λ4,5λ4-trithia-2,4,6,8,9-pentaazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaenes Ar−CN5S3 and hexafluorobenzene (Ar = C6H5, 4-CH3C6H4, 4-C6H5C6H4 and 2,6-F2C6H3) and toluene (Ar = C6F5), by crystallization of the bicycles from the corresponding aromatics. Similar to the pure host compounds, the bicycles in the inclusion compounds form

  化学计量比为 2:1 的包合物由 7-Ar-1λ4,3λ4,5λ4-trithia-2,4,6,8,9-pentaazabicyclo[3.3.1]nona-1(9),2,3 制备,5,7-戊烯 Ar−CN5S3 和六氟苯（Ar = C6H5、4-CH3C6H4、4-C6H5C6H4 和 2,6-F2C6H3）和甲苯（Ar = C6F5），通过从相应的芳烃中结晶出双环。与纯主体化合物类似，包合物中的双环形成中心对称二聚体。二聚体在纯主体化合物中的堆积由芳基上的取代基的相互作用决定，而在包合物中由主体和客体的相互作用决定。主客体芳环的平行位移排列是芳烃-聚氟芳烃类型的非共价 π 堆积相互作用的典型特征。苯（与六氟苯相反）无法与标题环（Ar = C6H5）形成包合物表明包合物是由芳烃-多氟芳烃类型的 π 堆积相互作用驱动的。从苯和六氟苯的 1:1 摩尔混合物结晶标题双环 (Ar = C6H5)
• Syntheses, Structures and Theoretical Investigations of 1λ ⁴ ,3λ ⁴ ,5λ ⁴ ‐Trithia‐2,4,6,8,9‐pentaazabicyclo[3.3.1]nona‐1(9),2,3,5,7‐pentaenes
  作者：Carsten Knapp、Enno Lork、Tobias Borrmann、Wolf‐Dieter Stohrer、Rüdiger Mews

  DOI：10.1002/ejic.200300111

  日期：2003.9

  AbstractThe syntheses of the title compounds RCN5S3 with electron‐withdrawing aryl substituents [R = 2‐FC6H4 (1m), 4‐FC6H4 (1n), 2,6‐F2C6H3 (1o), C6F5 (1p), 4‐NCC6H4 (1q) and Cl3C (1r)] are described. The X‐ray structures of 1n, 1o, 1q and 1r, together with those of Me2NCN5S3 (1b) and 4‐CH3C6H4CN5S3 (1f), are reported. The experimentally determined dependence of the bond lengths on the substituents R within the bicyclic system RCN5S3 is well‐reflected in the results of the theoretical calculations (RHF, MP2, B3LYP). The bonding model developed shows that acceptor substituents do not influence bonding within the bicycle. In the solid state, two fundamentally different primary interactions of the RCN5S3 molecules are observed; “stacking” and “dimerisation”, which can be rationalised by electrostatic interactions between the CN5S3 units. However, secondary effects − the interactions between the R substituents − may be even more dominant. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Formation of thiazyl radicals by the thermolysis and photolysis of sulfur–nitrogen bicycles RCN5S3
  作者：Nina P. Gritsan、Konstantin V. Shuvaev、Stanislav N. Kim、Carsten Knapp、Rüdiger Mews、Victor A. Bagryansky、Andrey V. Zibarev

  DOI：10.1016/j.mencom.2007.06.005

  日期：2007.7