2,2'-(2,3,5,6-tetramethyl-1,4-phenylene)-bis(methylene)bis(sulfanediyl)dibenzoic acid | 1225526-76-0

• 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'-(2,3,5,6-tetramethyl-1,4-phenylene)-bis(methylene)bis(sulfanediyl)dibenzoic acid
• 英文别名: 2,2'-(2,3,5,6-tetramethyl-1,4-phenylene)bis(methylene)bis(sulfanediyl)dibenzoic acid；2-[[4-[(2-Carboxyphenyl)sulfanylmethyl]-2,3,5,6-tetramethylphenyl]methylsulfanyl]benzoic acid
• CAS: 1225526-76-0
• 化学式: C₂₆H₂₆O₄S₂
• 分子量: 466.622
• InChiKey: SINYJFFYLRVGHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cadmium(II) nitrate tetrhydrate 、 2,2'-(2,3,5,6-tetramethyl-1,4-phenylene)-bis(methylene)bis(sulfanediyl)dibenzoic acid 、 N,N-二甲基甲酰胺 在 NEt₃ 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 以40%的产率得到Cd2(2,2'-(2,3,5,6-tetramethyl-1,4-phenylene)-bis(methylene)bis(sulfanediyl)dibenzoate)2(N,N-dimethylformamide)4(H2O)2*H2O
  参考文献：
  名称：

  Self-Assembly of Metal−Organic Supramolecules: From a Metallamacrocycle and a Metal−Organic Coordination Cage to 1D or 2D Coordination Polymers Based on Flexible Dicarboxylate Ligands

  摘要：

  To assemble metal-organic supramolecules such as a metallamacrcocycle and metal-organic coordination cage (MOCC), a series of flexible dicarboxylate ligands with the appropriate angle, 2,2'-(2,3,5,6-tetramethyl-1,4-phenylene)bis(methylene)bis(sulfanediyl)dibenzoic acid (H2L2), 2,2'-(2,5-dimethyl-1,4-phenylene)bis(methylene)bis(sulfanediyl)dibenzoic acid (H2L2), 2,2'-(2,4,6-trimethyl-1,3-phenylene)bis(methylene)bis(sulfanediyl)dinicotinic acid (H2L3), and 2,2'-(2,4,6-trimethyl-1,3-phenylene)bis(methylene)bis(sulfanediyl)dibenzoic acid (H2L4), have been designed and synthesized. Using these flexible ligands to assemble with metal ions, six metal-organic supramolecules, Cd-2(L-1)(2)(dmf)(4)(H2O)(2)center dot H2O (1), Mn-3(L-1(2))(2)(L-2(2))(dmf)(2)(H2O)(2)center dot 5dmf (2), Cu-4(L-3)(4)(H2O)(4)center dot 3dmf (3), Cu-4(L-4)(4)(dmf)(2)(EtOH)(2)center dot 8dmf center dot 6H(2)O (4), Mn-4(L-4)(4)(dmf)center dot(H2O)(4) center dot 6dmf center dot H2O (5), and Mn-3(L-4)(3)(dmf)(4) center dot 2dmf center dot 3H(2)O (6), possessing a rectangular macrocycle, MOCCs or their extensions, and 1D or 2D coordination polymers, have been isolated. All complexes have been characterized by single-crystal X-ray diffraction, elemental analysis, and thermogravimetric analysis Complex 1 is a discrete rectangular macrocycle, while complex 2 is a 2D macrocycle-based coordination polymer in which the L-2 ligand adopts both syn and anti conformations. Complexes 3-5 are discrete MOCCs in which two binuclear metal clusters are engaged by four organic ligands The different geometries of the secondary building units (SBUs) and the axial coordinated solvates on the SBUs result in their different symmetries. Complex 6 is a 1D coordination polymer, extended from a MOCC made up of two metal ions and three L-4 ligands All of the flexible dicarboxylate ligands adopt a syn conformation except that in complex 2, indicating that the syn conformational ligand is helpful for the formation of a metallamacrocycle and a MOCC The magnetic properties of complexes 5 and 6 have also been studied

  DOI：

  10.1021/ic902178c
• 作为产物：
  描述：

  3,6-双(溴甲基)-2,4,5-三甲基甲苯 、 硫代水杨酸 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.17h， 以45%的产率得到2,2'-(2,3,5,6-tetramethyl-1,4-phenylene)-bis(methylene)bis(sulfanediyl)dibenzoic acid
  参考文献：
  名称：

  The effect of the conformation of flexible carboxylate ligands on the structures of metal–organic supramolecules

  摘要：

  三个柔性弯曲二羧酸配体，2,2‐(2,3,5,6-四甲基-1,4-亚苯基)双(亚甲基)双(硫烷二基)二苯甲酸(H2L1)、2,2‐( 1,4-亚苯基双(亚甲基))双(硫烷二基)二苯甲酸(H2L9)和2,2-(2,3,5,6-四甲基-1,4-亚苯基)双(亚甲基)双(氧基)二苯甲酸（H2L10）已被设计和合成。功能取代基的位置在中心苯环的1，4位，所有配体均可采用顺式和反式构象。通过应用这些柔性配体与铥离子或锌离子组装，分离出三种具有金属大环或一维链的金属有机超分子。配合物1中的L1采用顺式构象，形成0D金属大环，配合物2中的L9采用反式构象形成一维“彩虹状”链，而配合物3中的L10同时采用顺式和反式构象。顺式构象的L10与Zn4(OH)2(CO2)4 SBU连接形成0D金属大环，进一步通过反式构象的配体连接生成1D配位聚合物。

  DOI：

  10.1039/c0nj00328j