1,2,4,5-tetrakis(phenylsulfanyl)benzene | 99129-11-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,2,4,5-tetrakis(phenylsulfanyl)benzene
• 英文别名: 1,2,4,5-tetrakis(phenylthio)benzene；1,2,4,5-tetra(phenylthio)benzene；1,2,4,5-tetrakis-phenylsulfanyl-benzene；1,2,4,5-Tetrakis-phenylmercapto-benzol
• CAS: 99129-11-0
• 化学式: C₃₀H₂₂S₄
• 分子量: 510.769
• InChiKey: ACTOMNCGVDCBDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• 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：
  4

反应信息

• 作为反应物：
  描述：

  1,2,4,5-tetrakis(phenylsulfanyl)benzene 在 双氧水 、 溶剂黄146 作用下， 生成 1,2,4,5-tetrakis(phenylsulfonyl)benzene
  参考文献：
  名称：

  Adams et al., Croatica Chemica Acta, 1957, vol. 29, p. 277,284, 285

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2,4,5-四氯苯 、 sodium thiophenolate 以 various solvent(s) 为溶剂， 反应 18.0h， 以56%的产率得到1,2,4,5-tetrakis(phenylsulfanyl)benzene
  参考文献：
  名称：

  Substitution of unactivated aryl halides by thiolate anions in polyglymes

  摘要：

  DOI：

  10.1021/jo00224a032

文献信息

• A semiconducting supramolecular Co(<scp>ii</scp>)-metallohydrogel: an efficient catalyst for single-pot aryl–S bond formation at room temperature
  作者：Subhendu Dhibar、Amiya Dey、Rajkumar Jana、Arpita Chatterjee、Gourab Kanti Das、Partha Pratim Ray、Biswajit Dey

  DOI：10.1039/c9dt03373d

  日期：——

  A monoethanolamine based Co(ii)-metallohydrogel can act as a Schottky barrier diode device and a catalyst for single-pot aryl–S bond formation at room temperature.

  一种基于单乙醇胺的Co（II）-金属水凝胶可以作为肖特基势垒二极管器件，并且可以在室温下作为单锅芳基-S键形成的催化剂。
• SNAr Reaction of 1,5-Dichloro-2,4-dinitrobenzene with S-, O-, and N-Nucleophiles
  作者：R. S. Begunov、P. D. Gopanyuk、A. A. Sokolov、V. O. Sakulina

  DOI：10.1134/s1070428018060209

  日期：2018.6

  A simple and convenient procedure has been proposed for the synthesis of 1,3,4-tris(4-R-phenylsulfanyl)- 6-nitrobenzene and 1,3,4,6-tetrakis(4-R-phenylsulfanyl)benzene by reaction of 1,5-dichloro-2,4-dinitrobenzene with various benzenethiols.

  已经提出了一种通过反应合成1,3,4-三（4-R-苯基硫烷基）-6-硝基苯和1,3,4,6-四（4-R-苯基硫烷基）苯的简便方法1,5-二氯-2,4-二硝基苯与各种苯硫醇
• Synthesis of Di-, Tri-, and Tetrasulfides through Multifold Carbon−Sulfur Cross-Coupling Reactions with Indium Tri(organothiolates) in a One-Pot Procedure
  作者：Phil Ho Lee、Youngchul Park、Sangkyun Park、Euijae Lee、Sunggak Kim

  DOI：10.1021/jo102441t

  日期：2011.2.4

  Pd-catalyzed multifold (2-, 3-, and 4-fold) carbon sulfur cross-coupling reaction of indium tri(organothiolates) with polybromonated aromatic and heteroaromatic compounds was developed in a one-pot procedure. Both 2,5-dibromopyridine and 2,6-dibromopyridine reacted with indium tri(organothiolates) (0.68 equiv) in the presence of 4 mol A of Pd(OAc)(2), 4.2 mol % of Xantphos, and 1 equiv of diisopropylethylamine (DIPEA), producing disulfides in good to excellent yields. These results indicate that indium tri(organothiolates) transfer all three alkyl- or arylthio groups attached to indium metal to electrophilic coupling partners. Indium tri(organothiolates) derived from alkyl thiol having a low boiling point, such as n-propyl, isopropyl, and tert-butyl thiol, acted as good nucleophilic coupling partners. In addition, indium tri(arylthiolates) derived from aryl thiols possessing an electron-withdrawing or -donating group on the aromatic ring participated well in the Pd-catalyzed multifold carbon sulfur cross-coupling reaction. 4,4'-Dibromo-1,1'-biphenyl, 9,10-dibromoanthracene, 2,4-dibromoanisole, 2,7-dibromo-9,9-dimethylfluorene, 3,4-dibromothiophene, 2,3-dibromothiophene, 2,2'-bithiophene, 1,3,5-tribromobenzene, and 1,2,4,5-tetrabromobenzene were converted smoothly to the corresponding di-, tri-, and tetrasulfides.
• PASTOR, S. D.;HESSELL, E. T., J. ORG. CHEM., 1985, 50, N 24, 4812-4815
  作者：PASTOR, S. D.、HESSELL, E. T.

  DOI：——

  日期：——
• Substitution of unactivated aryl halides by thiolate anions in polyglymes
  作者：Stephen D. Pastor、Edward T. Hessell

  DOI：10.1021/jo00224a032

  日期：1985.11