3,4-bis(2-pyridyl-methylthio)toluene | 1228697-47-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3,4-bis(2-pyridyl-methylthio)toluene
• 英文别名: 3,4-bis(2-pyridylmethylthio)-5-methyltoluene；3,4-Bis(2-pyridyl-methylthio)toluene；2-[[4-methyl-2-(pyridin-2-ylmethylsulfanyl)phenyl]sulfanylmethyl]pyridine
• CAS: 1228697-47-9
• 化学式: C₁₉H₁₈N₂S₂
• 分子量: 338.497
• InChiKey: KGXCCFCIEAIAGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tri-n-butylammonium monophosphate 、 3,4-bis(2-pyridyl-methylthio)toluene 以 甲醇 、 乙醇 为溶剂， 生成 [Bu4N][ReO(3,4-dimercapto-toluene(-2H))2]
  参考文献：
  名称：

  C–S bond cleavage in pyridylmethylthioether systems promoted by oxorhenium(V) ion

  摘要：

  C-S bond cleavage in pyridylmethylthioether systems promoted by oxorhenium(V) ion has been established performing the reaction of 1,2-bis(2-pyridylmethylthio)ethane(BPT1), 1,3-bis(2-pyridyl-methylthio)propane(BPT2) and 3,4-bis(2-pyridylmethylthio)-5-methyltoluene (BPT3) with Bu4N[ReOCl4] in dry alcoholoic medium. In case of BPT1 and BPT2, new 2-(2-pyridylmethylthio)ethane-1-thiol ((LH)-H-1) and 3-(2-pyridylmethylthio)propane-1-thiol (OH) ligand, respectively were formed in situ through cleavage of one C-S(thioether) bond, resulting in the neutral oxorhenium(V) complexes of formulation [ReO(L-1)Cl-2] (1a) and [ReO(L-2)Cl-2] (1b); where as in case of BPT3, binary oxorhenium(V) complex of 3,4-dimercapto-toluene ligand ((LH2)-H-3), formulated as Bu4N[ReO(L-3)(2)] (1c) through cleavage of two C-S(thioether) bonds. The presence of picolinic acid, as by-product in the filtrates of the C-S bond cleavage reactions in dry alcohol, was detected by treatment of copper(II) salts and GC-MS techniques. But in hydrated alcoholic medium no C-S bond cleavage induced by ReO(V) ion occurred in any of the BPT systems rather the conversion of ReO(V) into perrhenate salt was observed; this reaction mixture, in turn on reaction with copper(II) nitrate trihydrate salt, produce [Cu(BPT)Cl]ReO4 (2) type complexes. The solid-state structures of complexes 1a and 2a were established by X-ray crystallography. (c) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2009.08.035
• 作为产物：
  描述：

  甲苯-3,4-二硫酚 、 2-氯甲基吡啶盐酸盐 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 3,4-bis(2-pyridyl-methylthio)toluene
  参考文献：
  名称：

  N 2 S 2供体组配体和卤化物/拟卤化物的镍（II）配合物：合成，晶体结构，DNA和牛/人血清白蛋白相互作用

  摘要：

  一系列式[Ni II（L）X 2 ]的中性六配位镍（II）配合物（其中L = 3,4-双（2-吡啶基甲硫基）甲苯，四齿N 2 S 2供体，X =氯化物（1），叠氮化物（2），氰酸盐（3）和异硫氰酸盐阴离子（4））已经合成并以纯净形式分离。用的详细结构表征沿着复合物，其特征在于物理化学和光谱方法1，2和3通过单晶X射线衍射分析。结构研究表明，镍（II）离子具有扭曲的八面体几何形状，被四齿N 2 S 2配体螯合并与顺式氯离子或拟卤化物阴离子结合。在二甲基甲酰胺溶液中的复合物显示出准可逆的Ni II /镍III氧化还原在循环伏安夫妇Ë 1/2的+ 0.723值，+ 0.749，+ 0.768和0.868 + V代表1，2，3和4， 分别。使用光谱学和理化工具对复合物与小牛胸腺DNA，牛血清白蛋白（BSA）和人血清白蛋白（HSA）的相互作用的研究清楚地表明，该复合物通过凹槽结合模式与DNA相互作用。

  DOI：

  10.1007/s12039-015-0962-3

文献信息

• Coordination behavior of 3,4-bis(2-pyridylmethylthio)toluene with copper(II) ions: Synthesis, structural characterization and reactivity, and DNA binding study of the dinuclear copper(II) complex
  作者：Sandipan Sarkar、Supriti Sen、Sourav Dey、Ennio Zangrando、Pabitra Chattopadhyay

  DOI：10.1016/j.poly.2010.08.005

  日期：2010.11

  set in different chemical environments, two mononuclear copper(II), one dinuclear copper(I) and one dinuclear copper(II) complexes, formulated as [CuII(L)(H2O)2](NO3)2 (1), [CuII(pic)2] (2), [CuI2(L)2](ClO4)2 (3) and [CuII2(L)2Cl2](ClO4)2 (4), respectively, were isolated in pure form [where pic = picolinate]. All the complexes were characterized by physicochemical and spectroscopic methods. The product

  在不同的化学环境中，不同的铜（II）盐与具有中性四齿NSSN供体的3,4-双（2-吡啶基甲硫基）甲苯（L）反应时，两种单核铜（II），一种双核铜（I）和一种双核铜（II）配合物，配制成[Cu II（L）（H 2 O）2 ]（NO 3）2（1），[Cu II（pic）2 ]（2），[Cu I 2（L）2 ]（ClO 4）2（3）和[Cu II 2（L）2 Cl 2 ]（ClO 4）分别以纯净形式分离出2（4）[其中pic =吡啶甲酸]。所有的配合物都通过物理化学和光谱学方法进行了表征。反应产物取决于用作反应物的铜（II）盐的抗衡阴离子和反应介质。分别使用硝酸盐和高氯酸盐的铜（II）盐获得配合物1和4。另一方面，在L与氯化铜（II）形成原位吡啶甲酸和络合物2的反应中观察到了C–S键的断裂。双核配合物3和4当在有氧条件下，使高氯酸铜（II）与L在甲醇和乙腈中分别反应时，分离出三氯甲烷。双核络合物
• Nickel(II) complexes of N2S2 donor set ligand and halide/pseudohalides: Synthesis, crystal structure, DNA and bovine/human serum albumin interaction
  作者：ANIMESH PATRA、BIPLAB MONDAL、BUDDHADEB SEN、ENNIO ZANGRANDO、PABITRA CHATTOPADHYAY

  DOI：10.1007/s12039-015-0962-3

  日期：2015.11

  A series of neutral hexacoordinated nickel(II) complexes of formula [Ni II(L)X2] (where L =3,4-bis(2-pyridylmethylthio)toluene with tetradentate N2S2 donor set and X = chloride (1), azide (2), cyanate (3) and isothiocyanate anion (4)) have been synthesized and isolated in pure form. The complexes were characterized by physicochemical and spectroscopic methods along with detailed structural characterization

  一系列式[Ni II（L）X 2 ]的中性六配位镍（II）配合物（其中L = 3,4-双（2-吡啶基甲硫基）甲苯，四齿N 2 S 2供体，X =氯化物（1），叠氮化物（2），氰酸盐（3）和异硫氰酸盐阴离子（4））已经合成并以纯净形式分离。用的详细结构表征沿着复合物，其特征在于物理化学和光谱方法1，2和3通过单晶X射线衍射分析。结构研究表明，镍（II）离子具有扭曲的八面体几何形状，被四齿N 2 S 2配体螯合并与顺式氯离子或拟卤化物阴离子结合。在二甲基甲酰胺溶液中的复合物显示出准可逆的Ni II /镍III氧化还原在循环伏安夫妇Ë 1/2的+ 0.723值，+ 0.749，+ 0.768和0.868 + V代表1，2，3和4， 分别。使用光谱学和理化工具对复合物与小牛胸腺DNA，牛血清白蛋白（BSA）和人血清白蛋白（HSA）的相互作用的研究清楚地表明，该复合物通过凹槽结合模式与DNA相互作用。
• C–S bond cleavage in pyridylmethylthioether systems promoted by oxorhenium(V) ion
  作者：Biswajit Das、Sandipan Sarkar、Ennio Zangrando、Pabitra Chattopadhyay

  DOI：10.1016/j.inoche.2009.08.035

  日期：2009.11

  C-S bond cleavage in pyridylmethylthioether systems promoted by oxorhenium(V) ion has been established performing the reaction of 1,2-bis(2-pyridylmethylthio)ethane(BPT1), 1,3-bis(2-pyridyl-methylthio)propane(BPT2) and 3,4-bis(2-pyridylmethylthio)-5-methyltoluene (BPT3) with Bu4N[ReOCl4] in dry alcoholoic medium. In case of BPT1 and BPT2, new 2-(2-pyridylmethylthio)ethane-1-thiol ((LH)-H-1) and 3-(2-pyridylmethylthio)propane-1-thiol (OH) ligand, respectively were formed in situ through cleavage of one C-S(thioether) bond, resulting in the neutral oxorhenium(V) complexes of formulation [ReO(L-1)Cl-2] (1a) and [ReO(L-2)Cl-2] (1b); where as in case of BPT3, binary oxorhenium(V) complex of 3,4-dimercapto-toluene ligand ((LH2)-H-3), formulated as Bu4N[ReO(L-3)(2)] (1c) through cleavage of two C-S(thioether) bonds. The presence of picolinic acid, as by-product in the filtrates of the C-S bond cleavage reactions in dry alcohol, was detected by treatment of copper(II) salts and GC-MS techniques. But in hydrated alcoholic medium no C-S bond cleavage induced by ReO(V) ion occurred in any of the BPT systems rather the conversion of ReO(V) into perrhenate salt was observed; this reaction mixture, in turn on reaction with copper(II) nitrate trihydrate salt, produce [Cu(BPT)Cl]ReO4 (2) type complexes. The solid-state structures of complexes 1a and 2a were established by X-ray crystallography. (c) 2009 Elsevier B.V. All rights reserved.