| 1274916-67-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• CAS: 1274916-67-4
• 化学式: C₆H₂F₂NS₂
• 分子量: 190.217
• InChiKey: GGHKALJLMIFIPF-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  (3,4-Difluoro-7,8lambda4-dithia-9-azabicyclo[4.3.0]nona-1,3,5,8-tetraen-8-yl)imino-triphenyl-lambda5-phosphane 以 氯仿 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Interaction of 1,3,2,4-Benzodithiadiazines and Their 1-Se Congeners with Ph₃P and Some Properties of the Iminophosphorane Products

  摘要：

  Interaction between Ph3P and 1,3,2,4-benzodithiadiazine (I); its 6,7-difluoro (2), 5,6,8-trifluoro (3) and 5,6,7,8-tetrafluoro (4) derivatives; and 5,6,8-trifluoro-3,1,2,4-benzothiaselenadiazine (5) proceeded via a 1:1 condensation to give Ph3P=N-R iminophosphoranes (1a-5a, R = corresponding 1,2,3-benzodichalcogenazol-2-yls), which are inaccessible by general approaches based on the Staudinger and Kirsanov reactions. In contrast, neither Ph3As nor Ph3Sb reacted with 1 and 4. Molecular structures of 1a-5a and 5 were confirmed by X-ray diffraction (XRD). The crystals formed by chiral molecules of 2a-5a were racemic, whereas the crystal of la was formed by a single enantiomer. In all Of the Ph3P=N-R derivatives, one of the Ph rings is oriented face-to-face to the hetero ring, R. Upon heating to similar to 120 degrees C in squalane (1a, 3a, 4a) or dissolving in chloroform at ambient temperatures (1a, 2a, 4a) the Ph3P=N-R derivatives generated the 1,2,3-benzodithiazolyls (1b-4b, respectively) whose identity was confirmed by electron paramagnetic resonance (EPR). 2,1,3-Benzothiaselenazolyls 5b and 6b were detected by EPR as the main paramagnetic products of solution thermolysis of 5 and its 5,6,7,8-tetrafluoro congener (6), respectively. Passing a chloroform solution of 4a through silica column unexpectedly gave 5-6-6-6 tetracyclic (9) and 6-10-6 tricyclic (10) sulfur-nitrogen compounds, which were 'characterized by XRD.

  DOI：

  10.1021/ic102565x