7-(Trifluormethyl)-1λ⁴,3λ⁴,5λ⁴-trithia-2,4,6,8,9-pentaazabicyclo<3.3.1>nona-1(9),2,3,5,7-pentaen | 116103-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: 7-(Trifluormethyl)-1λ⁴,3λ⁴,5λ⁴-trithia-2,4,6,8,9-pentaazabicyclo<3.3.1>nona-1(9),2,3,5,7-pentaen
• 英文别名: 7-(trifluoromethyl)-1λ(4),3λ(4),5λ(4)-trithia-2,4,6,8,9-pentaazabicyclo{3.3.1}nona-1(9),2,3,5,7-pentaene；7-(Trifluormethyl)-1λ⁴,3λ⁴,5λ⁴-trithia-2,4,6,8,9-pentaazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaen；7-(Trifluoromethyl)-1lambda4,3lambda4,5lambda4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene；7-(trifluoromethyl)-1λ4,3λ4,5λ4-trithia-2,4,6,8,9-pentazabicyclo[3.3.1]nona-1(9),2,3,5,7-pentaene
• CAS: 116103-05-0
• 化学式: C₂F₃N₅S₃
• 分子量: 247.249
• InChiKey: WMQHGXZBDSWBDT-UHFFFAOYSA-N

物化性质

• 密度：
  2.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  7-(Trifluormethyl)-1λ⁴,3λ⁴,5λ⁴-trithia-2,4,6,8,9-pentaazabicyclo<3.3.1>nona-1(9),2,3,5,7-pentaen 生成 4-(三氟甲基)-1,2-二硫杂-3,5lambda2-二氮杂环戊-3-烯
  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：

  Trifluoro-N,N,N'-tris(trimethylsilyl)ethanimidamide 在 trithiazyl trichloride 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到7-(Trifluormethyl)-1λ⁴,3λ⁴,5λ⁴-trithia-2,4,6,8,9-pentaazabicyclo<3.3.1>nona-1(9),2,3,5,7-pentaen
  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

• Complexes of the Bicyclic Multifunctional Sulfur‐Nitrogen Ligand F ₃ CCN ₅ S ₃ with Co ²⁺ , Zn ²⁺ , Cu ²⁺ , and Cd
  作者：Carsten Knapp、Rüdiger Mews

  DOI：10.1002/ejic.200500396

  日期：2005.9

  investigated. F 3 CCN 5 S 3 forms complexes with [M(SO 2 ) 2 ]-(AsF 6 ) 2 [M = Co, Cu, Zn, Cd] in the ratio 2:1 of the composition [M(F 3 CCN 5 S 3 ) 2 (OSO) 2 (FAsF 5 ) 2 ] [M = Co (1), Zn (3)], [Cu(F 3 CCN 5 S 3 ) 2 (μ-F)(μ-F 2 AsF 4 )] 2 (4), and [Cd(F 3 CCN 5 S 3 )(μ-F 3 CCN 5 S 3 )(η 2 -F 2 AsF 4 ) 2 ] 2 (5) in liquid sulfur dioxide. In the octahedral Co and Zn complexes F 3 CCN 5 S 3 coordinates

  已经研究了硫-氮-碳双环 F 3 CCN 5 S 3 作为过渡金属阳离子的供体的能力。F 3 CCN 5 S 3 与 [M(SO 2 ) 2 ]-(AsF 6 ) 2 [M = Co, Cu, Zn, Cd] 形成复合物 [M(F 3 CCN 5 S 3 ) 2 (OSO) 2 (FAsF 5 ) 2 ] [M = Co (1), Zn (3)], [Cu(F 3 CCN 5 S 3 ) 2 (μ-F)(μ-F 2 AsF 4 )] 2 (4) 和 [Cd(F 3 CCN 5 S 3 )(μ-F 3 CCN 5 S 3 )(η 2 -F 2 AsF 4 ) 2 ] 2 (5) 在液体二氧化硫中。在八面体的 Co 和 Zn 配合物中，F 3 CCN 5 S 3 作为单齿配体通过桥接氮原子 N5 配位，根据理论计算，N5 带有最高的负电荷。Cu 2 + 形成具有中心平面四元Cu 2 F 2 环的双核结构，其具有所有结构表征的Cu
• F₃CCN₅S₃, A BICYCLIC MULTIFUNCTIONAL SULFUR-NITROGEN LIGAND
  作者：Carsten Knapp、Tobias Borrmann、Enno Lork、Paul G. Watson、Wolf-Dieter Stohrer、Rüdiger Mews

  DOI：10.1080/10426500490427808

  日期：2004.4.1

  The bicyclic sulfur-nitrogen heterocycle F3CCN5S3 (1) was investigated as a donor and acceptor toward H+, metal cations, and F−. Whereas the protonated species F3CCN5S3H+ AsF6 − (2) can be isolated, the product of the reaction with F− is unstable and decomposes among other products to TAS+ F3CCN5S3NC(NH2)CF3 − (3), which is isolated from this reaction in small amounts.

  研究了双环硫氮杂环 F3CCN5S3 (1) 作为 H+、金属阳离子和 F- 的供体和受体。虽然质子化物质 F3CCN5S3H+ AsF6 − (2) 可以分离，但与 F− 反应的产物不稳定，在其他产物中分解为 TAS+ F3CCN5S3NC(NH2)CF3 − (3)，从该反应中少量分离.
• Maggiulli, Roberto; Mews, Ruediger; Stohrer, Wolf-Dieter, Chemische Berichte, 1988, vol. 121, p. 1881 - 1890
  作者：Maggiulli, Roberto、Mews, Ruediger、Stohrer, Wolf-Dieter、Noltemeyer, Mathias、Sheldrick, George M.

  DOI：——

  日期：——
• Maggiulli, Roberto; Mews, Ruediger; Stohrer, Wolf-Dieter, Chemische Berichte, 1990, vol. 123, p. 29 - 34
  作者：Maggiulli, Roberto、Mews, Ruediger、Stohrer, Wolf-Dieter、Noltemeyer, Mathias

  DOI：——

  日期：——
• 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)