1,3-bis(isopropylthiomethyl)benzene | 404354-32-1

• 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: 1,3-bis(isopropylthiomethyl)benzene
• 英文别名: 1,3-((i)PrSCH2)2C6H4；1,3-Bis(propan-2-ylsulfanylmethyl)benzene
• CAS: 404354-32-1
• 化学式: C₁₄H₂₂S₂
• 分子量: 254.461
• InChiKey: INBIUIGJTAXZJI-UHFFFAOYSA-N

物化性质

• 沸点：
  343.9±22.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  1,3-bis(isopropylthiomethyl)benzene 在 NaO₂CCH₃ 作用下， 以 乙醇 、 水 为溶剂， 生成 [(C6H3-2,6-(CH2S-i-Pr)2)Pd(H2O)]2(SO4)
  参考文献：
  名称：

  pH-Dependent C−C Coupling Reactions Catalyzed by Water-Soluble Palladacyclic Aqua Catalysts in Water

  摘要：

  The series of water-soluble palladacyclic aqua complexes [('Bu-SCS)Pd-II(H2O)](+) ([1](+), 'Bu-SCS = C6H3-2,6-(CH2S'Bu)(2)), [(Pr-i-SCS)Pd-II(H2O)](+) ([2](+), Pr-i-SCS = C6H3-2,6-((CH2SPr)-Pr-i)(2)), [(PCP)Pd-II(H2O)](+) ([3](+), PCP = C6H3-2,6-((OPPr2)-Pr-i)(2)), and [(PC)Pd-II(H2O)(2)](+) ([4](+), PC = 4-MeC6H3-2-((OPPr2)-Pr-i)) have been synthesized from the reaction of the corresponding palladacyclic chloro complexes with silver salts in water to optimize the catalytic activity for pH-dependent C-C coupling reactions in water by changing the supporting ligands from S-supporting (SCS) to P-supporting (PCP) ligands and also from tridentate (PCP) to bidentate (PC) ligands. It was confirmed that there was no precipitation of palladium black L under the present reaction conditions. The PC palladacyclic aqua complex [4](+) exhibits the highest catalytic activity among the water-soluble palladacyclic aqua complexes [1](+)-[4](+) for the pH-dependent Suzuki-Miyaura, Mizoroki-Heck, and Stille coupling reactions in water. This is one of the highest catalytic activities ever reported for coupling reactions with water-soluble palladium catalysts in water. The catalytic ability of the palladacyclic aqua catalysts is drastically dependent on the pH of the solution and the structures of supporting ligands. The structures of palladacyclic aqua and chloro complexes were unequivocally determined by X-ray analysis.

  DOI：

  10.1021/om0503592

文献信息

• Bimetallic η⁶,η¹SCS- and PCP-Pincer Ruthenium Palladium Complexes: Synthesis, Structure, and Catalytic Activity
  作者：Sylvestre Bonnet、Martin Lutz、Anthony L. Spek、Gerard van Koten、Robertus J. M. Klein Gebbink

  DOI：10.1021/om900984t

  日期：2010.3.8

  The synthesis of η6,η1 SCS- and PCP-pincer ruthenium palladium complexes [3]+−[6]+ by direct η6-coordination of [Ru(C5R5)]+ (R = H or Me) to the arene ring of η1-palladated ECE-pincer ligands (E = S or P) is described. In the resulting hetero bis-organometallic complexes, the π- and σ-electrons of the ECE-pincer phenyl anion are involved in η6- and η1-coordination to ruthenium(II) and palladium(II)

  η的合成6，η 1 SCS-和PCP-钳形钌钯络合物[ 3 ] + - [ 6 ] +通过直接η 6的-coordination的[Ru（C 5 - [R 5）] +（R = H或Me）到η的芳烃环1 -palladated ECE-钳配体（E = S或P）进行说明。在所得到的杂双-有机金属络合物中，ECE-钳苯基阴离子的π-和σ-电子参与η 6 - ，η 1-分别与钌（II）和钯（II）配位。除了电化学数据表明两个金属中心都缺乏电子外，还可以通过X射线晶体学和溶液NMR光谱清楚地观察到空间效应。与SCS-钳形衍生物[ 3 ] +和[ 4 ] +，更换新的环戊二烯基的配体（配合物[ 3 ] +）由多种受阻五甲基环戊二烯配体（复合物[ 4 ] +）诱导一个硫原子的构型的反转在固态。平行地，对于[ 3 ] +观察到的硫配体构型的动态转化对于受阻较复杂的复合物[ 4 ] +，溶液中的蛋白质被冷冻
• Cyclometalated Products of [(COE)₂RhCl]₂ and 1,3-(RSCH₂)₂C₆H₄ (R = <i>^t</i>Bu, <i>ⁱ</i>Pr) Are Dimeric. Synthesis, Molecular Structures, and Solution Dynamics of [μ-ClRh(H)(RSCH₂)₂C₆H₃-2,6]₂
  作者：Daniel R. Evans、Mingsheng Huang、W. Michael Seganish、Esther W. Chege、Yiu-Fai Lam、James C. Fettinger、Tracie L. Williams

  DOI：10.1021/ic011189y

  日期：2002.5.1

  Two tridentate thioether pincer ligands, 1,3-(RSCH(2))(2)C(6)H(4) (R = (t)()Bu, 1a; R = (i)()Pr, 1b) underwent cyclometalation using [(COE)(2)RhCl](2) in air/moisture-free benzene at room temperature. The resultant complexes, [mu-ClRh(H)(RSCH(2))(2)C(6)H(3)-2,6](2) (R = (t)Bu, 2a; R = (i)Pr, 2b) are dimeric both in the solid state and in solution. A battery of variable-temperature one- and two-dimensional

  两个三齿硫醚钳状配体1,3-（RSCH（2））（2）C（6）H（4）（R =（t）（）Bu，1a; R =（i）（）Pr，1b）在室温下使用[（COE）（2）RhCl]（2）在空气/无湿苯中进行环金属化。生成的络合物[mu-ClRh（H）（RSCH（2））（2）C（6）H（3）-2,6]（2）（R =（t）Bu，2a; R =（i ）Pr，2b）在固态和在溶液中都是二聚体。一连串可变温度的一维和二维（1）H NMR实验表明，两种络合物在溶液中均发生动态交换。溶液中2a的两个二聚体非对映体之间的交换通过绕Rh-C（ipso）键旋转而发生。2b的动态交换更为复杂，因为发生了另一种交换机制，即硫转化，这导致溶液中几种非对映异构体之间的交换。