2,2-bis-(4-chloro-phenyl)-1,3-dithiolane

• 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: 2,2-bis-(4-chloro-phenyl)-1,3-dithiolane
• 英文别名: 2,2-bis(4-chlorophenyl)-1,3-dithiolane；2,2-di(4-chlorophenyl)-1,3-dithiolane
• 化学式: C₁₅H₁₂Cl₂S₂
• 分子量: 327.298
• InChiKey: PPCQASMYMLEWQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-bis-(4-chloro-phenyl)-1,3-dithiolane 在 sodium tetrahydroborate 、 nickel(II) chloride hexahydrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.42h， 以87%的产率得到1,1’-亚甲基双(4-氯苯)
  参考文献：
  名称：

  Nickel Boride–Mediated Cleavage of 1,3-Dithiolanes: A Convenient Approach to Reductive Desulfurization

  摘要：

  1,3-Dithiolanes are rapidly cleaved by nickel boride, generating corresponding hydrocarbons in excellent yields. The hydrogenolysis is rapid at room temperature and does not require protection from the atmosphere. Mild reaction conditions, simple workup, and good yields of pure products are some of the major advantages of the procedure.

  DOI：

  10.1080/00397910903340652

文献信息

• gem-Difluorination of 2,2-diaryl-1,3-dithiolanes by Selectfluor^®and pyridinium polyhydrogen fluoride
  作者：V. Prakash Reddy、Ramesh Alleti、Meher K. Perambuduru、Urs Welz-Biermann、Herwig Buchholz、G. K. Surya Prakash

  DOI：10.1039/b414254c

  日期：——

  2,2-diaryl-1,3-dithiolanes, readily obtainable from diaryl ketones, were transformed into the corresponding gem-difluoro compounds using a novel reagent combination involving Selectfluor and pyridinium polyhydrogen fluoride (PPHF) under mild conditions in moderate to good yields.

  可以容易地从二芳基酮获得的2，2-二芳基-1，3-二硫杂环戊烷使用新颖的SelectSelect试剂和吡啶鎓多氟化氢（PPHF）试剂在温和的条件下以中等至良好的收率转化为相应的Ge-二氟化合物。
• Recyclable Polymer-Supported Iodobenzene-Mediated Electrocatalytic Fluorination in Ionic Liquid
  作者：Takahiro Sawamura、Shunsuke Kuribayashi、Shinsuke Inagi、Toshio Fuchigami

  DOI：10.1002/adsc.201000501

  日期：2010.11.2

  The electrochemical fluorination of organosulfur compounds in triethylamine/hydrofluoric acid (Et3N-5 HF) with polystyrene-supported iodobenzene (PSIB) and tetraethylammonium chloride (Et4NCl) was performed successfully in an undivided cell under constant current conditions to afford the corresponding fluorinated compounds in moderate to good yields. Recycle use of the PSIB could be achieved due to

  在恒定电流条件下，在不分格的电池中成功地进行了三乙胺/氢氟酸（Et 3 N-5 HF）中有机硫化合物与聚苯乙烯负载的碘苯（PSIB）和四乙基氯化铵（Et 4 NCl）的电化学氟化反应，得到了相应的氟化化合物，产率中等至良好。由于其易于分离，因此可以实现PSIB的回收利用。值得注意的是，即使重复使用10次，碘苯衍生物的介导活性也没有明显改变。
• Use of Task-Specific Ionic Liquid for Selective Electrocatalytic Fluorination
  作者：Takahiro Sawamura、Shunsuke Kuribayashi、Shinsuke Inagi、Toshio Fuchigami

  DOI：10.1021/ol9028836

  日期：2010.2.5

  Highly selective indirect anodic fluorination of organic compounds was successfully carried out for the first time by using a task-specific ionic liquid of iodoarene as a mediator in ionic liquid hydrogen fluoride salts.

  通过使用任务特定的碘芳烃离子液体作为离子液体氟化氢盐的介体，首次成功地进行了有机化合物的高选择性间接阳极氟化。
• The reaction of ethanediyl S,S-acetals with halogens
  作者：Romualdo Caputo、Carla Ferreri、Giovanni Palumbo、Giuseppe Capozzi

  DOI：10.1016/s0040-4020(01)90619-2

  日期：1986.1
• Development of triarylamine mediator having ionic-tag and its application to electrocatalytic reaction in ionic liquid
  作者：Kohta Takahashi、Takashi Furusawa、Takahiro Sawamura、Shunsuke Kuribayashi、Shinsuke Inagi、Toshio Fuchigami

  DOI：10.1016/j.electacta.2012.05.049

  日期：2012.8

  Novel triarylamine (Ar3N) mediators bearing an ionic-tag moiety were synthesized from 4,4-dibromotriphenylamine. Their electrochemical properties were investigated by cyclic voltammetry both in organic solvent and ionic liquid HF salt. The electrocatalytic reactions such as deprotection and fluorodesulfurization of dithioacetals were successfully carried out using these Ar3N mediators in an undivided cell at room temperature. (C) 2012 Elsevier Ltd. All rights reserved.