2,6-bis(((4'-(methoxycarbonyl)phenyl)thio)methyl)pyridine | 176514-38-8

• 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: 2,6-bis(((4'-(methoxycarbonyl)phenyl)thio)methyl)pyridine
• 英文别名: 2,6-bis[(4'-methoxycarbonyl)phenylthiomethyl]pyridine；2,6-bis(p-methoxycarbonylphenylthiomethyl)pyridine；Methyl 4-[[6-[(4-methoxycarbonylphenyl)sulfanylmethyl]pyridin-2-yl]methylsulfanyl]benzoate
• CAS: 176514-38-8
• 化学式: C₂₃H₂₁NO₄S₂
• 分子量: 439.556
• InChiKey: NROGZGZVBVHBTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 2,6-bis(((4'-(methoxycarbonyl)phenyl)thio)methyl)pyridine 以 甲苯 为溶剂， 以77%的产率得到[RuCl2(2,6-bis(((4'-(methoxycarbonyl)phenyl)thio)methyl)pyridine)(PPh3)]
  参考文献：
  名称：

  Ruthenium(II) Complexes with NS₂ Pyridine-Based Dithia-Containing Ligands. Proposed Possible Structural Isomers and X-ray Confirmation of Their Existence

  摘要：

  Ligands LX of the type NS2 with S-aryl and S-alkyl substituents which incorporate the unit 2,6-bis(thiomethyl)pyridine are produced. Their reaction with [RuCl2(PPh3)(3)] and [RuCl2(DMSO)(4)] produces the first reported Ru(II)/NS2 complexes. They present the general formulas [RuCl2(LX)L'], where L' = PPh3 or DMSO. Several isomers are possible; however, only two have been found in each reaction. The H-1 NMR spectra show that the HaHb proton atoms of the pyridine-CHaHb-thioether unit are nonisochronous. A Delta delta(HaHb) value close to 1 ppm is observed for the cis complexes while this is smaller for the trans analogues. The possible distinct isomers are discussed in terms of steric effects. It is hypothesized that the trans-dl, the trans-meso, and the cis-meso-E would be the structures more favored. Those structures have been confirmed by X-ray diffraction analysis of trans-dl-[RuCl2(LI)(DMSO)]. 0.5MeOH, cis-[RuCl2(LS)(PPh3)]. CH2Cl2, and trans-meso-[RuCl2(L6)(PPh3)]. 1.5MeOH.

  DOI：

  10.1021/ic970829n

文献信息

• Comparative Study of NS₂(<i>S</i>-aryl) Pyridine-Based Dithia-Containing Ligands with Different Substituent Groups. Reactivity toward Cu(II) and Ru(II)
  作者：F. Teixidor、P. Anglès、C. Viñas、R. Kivekäs、R. Sillanpää

  DOI：10.1021/ic000903t

  日期：2001.7.1

  Ligands LX of the type NS2 with S-aryl substituents which incorporate the unit 2,6-bis(thiomethyl)pyridine modified with functional groups bonded to the aromatic moieties, either on the phenyl or on the pyridine, are produced. Electron-withdrawing groups, 3-chloro and 4-nitro, that reduce the pyridine basicity have been introduced. Methoxy or methoxycarbonyl substituents have been incorporated on the thiophenyl moieties. The comparative results from the reaction of these ligands with CU(ClO4)(2). 6H(2)O and [RuCl2(PPh3)(3)] have revealed that their coordination capacity has not been greatly modified as a result of the introduced groups. Complexes of general formulas [CU(LX)][ClO4](2), except for L5, and [RuCl2(LX)(PPh3)], have been obtained, respectively. The electronic characteristics of these complexes have been studied by cyclic voltammetry experiments. The structures of 2,6-bis[(2 ' -methoxycarbonyl)phenylthio-methyl]-4-nitropyridine (L5) and [RuCl2(L5)(PPh3)]. 2CCl(4) have been characterized by single-crystal X-ray diffraction methods.
• Anionic palladium-induced modification in NS₂ligands
  作者：Clara Viñas、Pilar Anglès、Francesc Teixidor、Reijo Sillanpää、Raikko Kivekäs

  DOI：10.1039/cc9960000715

  日期：——

  Palladium mediates the neutral to anionic transformation in a NS2 ligand; in the process the MeO(2)CC(6)H(4)SCH(2)- arm is converted to a -CO2- group.