1,3,5-tris(p-tolylthio)benzene | 1055876-63-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,3,5-tris(p-tolylthio)benzene
• 英文别名: 1,3,5-Tris[(4-methylphenyl)sulfanyl]benzene
• CAS: 1055876-63-5
• 化学式: C₂₇H₂₄S₃
• 分子量: 444.686
• InChiKey: SCAUFZBEUVGAOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(p-tolylthio)benzene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到1,3,5-Tris-p-toluolsulfonyl-benzol
  参考文献：
  名称：

  Semirigid Aromatic Sulfone–Carboxylate Molecule for Dynamic Coordination Networks: Multiple Substitutions of the Ancillary Ligands

  摘要：

  We report dynamic, multiple single-crystal to single-crystal transformations of a coordination network system based on a semirigid molecule, TCPSB = 1,3,5-tri(4'-carboxyphenylsulphonyl)benzene, which nicely balances shape persistence and flexibility to bring about the framework dynamics in the solid state. The networks here generally consist of (1) the persistent core component (denoted as CoTCPSB) of linear,Coll aqua clusters (Co-O-Co-O-Co) integrated into 2D grids by 4,4'-bipKridine and TCPSB and (2) ancillary ligands (AL) on the two terminal Co-II ions-these include DMF (N,N '-dimethylformamide), DMA (N,N'-dimethylacetamide), CH3CN, and water. Most notably, the ancillary ligand sites are highly variable and undergo multiple substitution se-quences while maintaining the solid reactants/products as single-crystals amenable to X-ray structure determinations. For example, when immersed in CH3CN, the AL of an as-made single crystal of CTCPSB-DNIEF (i.e., DMF being the AL) is replaced to form CoTCPSB-CH3CN, which, in air, readily loses CH3CN to form CoTCPSB-H2O; the CoTCPSB-H2O single crystals, when placed in DMF, give back CoTCPSB DMF in single-crystal form. Other selective, dynamic exchanges include the following: CoTCPSB DMF reacts with CH3CN (to form CoTCPSB CH3CN) but NOT with water, methanol, ethanol, DMA, or pyridine; CoTCPSB-H2O specifically pick outs DMF from a mixture of DMF, DMA, and DEF; an amorphous, dehydrated solid from CoTCPSB-H2O regains crystalline order simply by immersion in DMF (to form CoTCPSB DMF). Further exploration with functional, semirigid ligands like TCPSB shall continue to uncover a wider array of advanced dynamic behaviors in solid state materials.

  DOI：

  10.1021/ic2007292
• 作为产物：
  描述：

  对溴甲苯 、 1,3,5-苯三硫酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以85%的产率得到1,3,5-tris(p-tolylthio)benzene
  参考文献：
  名称：

  钯纳米颗粒固定在纳米二氧化硅三嗪树枝状聚合物 (Pd np -nSTDP) 上作为催化剂，通过 C–S 交叉偶联反应合成单硫化物、二硫化物和三硫化物

  摘要：

  在固定在纳米二氧化硅三嗪树枝状聚合物 (Pd np -nSTDP) 上的钯纳米粒子存在下，通过芳基/杂芳基卤化物与芳族/杂芳族硫醇的 C-S 交叉偶联，以优异的产率合成了多种二芳基硫化物。在热条件和微波辐射下的催化剂。Pd np -nSTDP 还表现出优异的催化活性，可通过一锅多 C-S 交叉制备一系列以苯、吡啶、嘧啶和/或 1,3,5-三嗪为中心核的二硫化物和三硫化物。 -偶联反应。

  DOI：

  10.1055/s-0033-1340501

文献信息

• Coupling of thiols and aromatic halides promoted by diboron derived super electron donors
  作者：Mario Franco、Emily L. Vargas、Mariola Tortosa、M. Belén Cid

  DOI：10.1039/d1cc05294b

  日期：——

  We have proven that pyridine–boryl complexes can be used as superelectron donors to promote the coupling of thiols and aromatic halides through a SRN1 mechanism. The reaction is efficient for a broad substrate scope, tolerating heterocycles including pyridines, enolizable or reducible functional groups. The method has been applied to intermediates in drug synthesis as well as interesting functionalized

  我们已经证明，吡啶-硼基复合物可用作超电子供体，通过 S RN 1 机制促进硫醇和芳族卤化物的偶联。该反应适用于广泛的底物范围，可耐受杂环，包括吡啶、可烯醇化或可还原的官能团。该方法已通过受控和连续的分子内电子转移过程应用于药物合成中的中间体以及有趣的功能化聚硫醚。
• Rhodium-Catalyzed Substitution Reaction of Aryl Fluorides with Disulfides: <i>p</i>-Orientation in the Polyarylthiolation of Polyfluorobenzenes
  作者：Mieko Arisawa、Takaaki Suzuki、Tomofumi Ishikawa、Masahiko Yamaguchi

  DOI：10.1021/ja8049996

  日期：2008.9.17

  the fluoride substituent reacted more readily than the chloride and bromide. The reaction of hexafluorobenzene and a diaryl disulfide gave 1,4-diarylthio-2,3,5,6-tetrafluorobenzene, 1,2,4,5-tetraarylthio-3,6-difluorobenzene, and hexaarylthiobenzene in a stepwise manner; pentafluorobenzene gave 1-arylthio-2,3,5,6-tetrafluorobenzene; 1,2,3,4-tetrafluorobenzene gave 1,2-diarylthio-3,6-difluorobenzene;

  在催化量的 RhH(PPh3)4 和 1,2-双（二苯基膦基）苯存在下，芳族氟化物、有机二硫化物（0.5 当量）和三苯基膦（0.5 当量）在回流的氯苯中反应得到芳基硫化物产率高。由于三苯基膦捕获氟原子形成二氟化膦，二硫化物的两个有机硫基团有效地反应，并且氟化物取代基比氯化物和溴化物更容易反应。六氟苯与二芳基二硫化物反应分步得到1,4-二芳硫基-2,3,5,6-四氟苯、1,2,4,5-四芳硫基-3,6-二氟苯和六芳硫基苯；五氟苯得到1-芳硫基-2,3,5,6-四氟苯；1,2,3,4-四氟苯得到1,2-二芳硫基-3,6-二氟苯；和 1,2,4,5-四氟苯得到 1, 4-二芳硫基-2-5-二氟苯。多氟苯的聚芳硫基化反应表现出形成1,4-二氟苯的强烈趋势。
• POLYMER AND POLYMER ELECTROLYTE MEMBRANE COMPRISING SAME
  申请人：LG CHEM, LTD.

  公开号：US20170317370A1

  公开（公告）日：2017-11-02

  The present specification relates to a polymer with improved acid resistance, a polymer electrolyte membrane including the same, a membrane-electrode assembly including the polymer electrolyte membrane, a fuel cell including the membrane-electrode assembly, and a redox flow battery including the polymer electrolyte membrane.
• POLYMER ELECTROLYTE MEMBRANE
  申请人：LG CHEM, LTD.

  公开号：US20170331136A1

  公开（公告）日：2017-11-16

  The present specification relates to a polymer electrolyte membrane including a polymer and inorganic particles.