4-Butyl-2-[6-(4-butyl-5-sulfanylidene-1,2,4-triazol-1-yl)pyridin-2-yl]-1,2,4-triazole-3-thione | 1415097-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-Butyl-2-[6-(4-butyl-5-sulfanylidene-1,2,4-triazol-1-yl)pyridin-2-yl]-1,2,4-triazole-3-thione
• 英文别名: 4-butyl-2-[6-(4-butyl-5-sulfanylidene-1,2,4-triazol-1-yl)pyridin-2-yl]-1,2,4-triazole-3-thione
• CAS: 1415097-87-8
• 化学式: C₁₇H₂₃N₇S₂
• 分子量: 389.549
• InChiKey: HEZOCOYTCCHGIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Butyl-2-[6-(4-butyl-5-sulfanylidene-1,2,4-triazol-1-yl)pyridin-2-yl]-1,2,4-triazole-3-thione 、 zinc(II) chloride 以 二氯甲烷 为溶剂， 反应 24.0h， 以81%的产率得到
  参考文献：
  名称：

  Synthesis, characterization, density functional theory calculations, and activity of a thione-containing NNN-bound zinc pincer complex based on a bis-triazole precursor

  摘要：

  A novel ambidentate tridentate pincer ligand based on a bis-triazole precursor, was prepared, characterized, and metallated with ZnCl2 to give a new tridentate NNN-bound pincer zinc(II) pincer complex: dichloro(eta(3)-N,N,N)-[2,6-bis(3-[N-butyl]triazol-5-thione-1-yl)]pyridinezinc(II), [(NNN)ZnCl2]. This compound has pseudo-trigonal bipyramidal geometry at the zinc(II) center and exhibits metal-ligand binding that contrasts with our previously reported SNS-bound systems despite the availability of these same donor atoms in the current ligand set. The zinc complex was characterized with single crystal X-ray diffraction, H-1, C-13, and HSQC NMR spectroscopies, and electrospray mass spectrometry. The ligand precursors were characterized with H-1, C-13, and HSQC NMR spectroscopies, and cyclic voltammetry, and were found to be redox active. Density functional calculations, which investigate and support the nature of the NNN binding suggest that the experimentally observed oxidation and reduction waves are not the result of a simple one-electron process. The zinc complex was screened for the reduction of electron-poor aldehydes in the presence of a hydrogen donor, 1-benzyl-1,4-dihydronicotinamide (BNAH), and it was determined that they enhance the reduction of 4-nitrobenzaldehyde. Quantitative stoichiometric conversion was seen for the reduction of pyridine-2-carboxaldehyde. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.07.009
• 作为产物：
  描述：

  在 sodium acetate 、 sulfur 作用下， 以 乙腈 为溶剂， 反应 288.0h， 以98%的产率得到4-Butyl-2-[6-(4-butyl-5-sulfanylidene-1,2,4-triazol-1-yl)pyridin-2-yl]-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis, characterization, density functional theory calculations, and activity of a thione-containing NNN-bound zinc pincer complex based on a bis-triazole precursor

  摘要：

  A novel ambidentate tridentate pincer ligand based on a bis-triazole precursor, was prepared, characterized, and metallated with ZnCl2 to give a new tridentate NNN-bound pincer zinc(II) pincer complex: dichloro(eta(3)-N,N,N)-[2,6-bis(3-[N-butyl]triazol-5-thione-1-yl)]pyridinezinc(II), [(NNN)ZnCl2]. This compound has pseudo-trigonal bipyramidal geometry at the zinc(II) center and exhibits metal-ligand binding that contrasts with our previously reported SNS-bound systems despite the availability of these same donor atoms in the current ligand set. The zinc complex was characterized with single crystal X-ray diffraction, H-1, C-13, and HSQC NMR spectroscopies, and electrospray mass spectrometry. The ligand precursors were characterized with H-1, C-13, and HSQC NMR spectroscopies, and cyclic voltammetry, and were found to be redox active. Density functional calculations, which investigate and support the nature of the NNN binding suggest that the experimentally observed oxidation and reduction waves are not the result of a simple one-electron process. The zinc complex was screened for the reduction of electron-poor aldehydes in the presence of a hydrogen donor, 1-benzyl-1,4-dihydronicotinamide (BNAH), and it was determined that they enhance the reduction of 4-nitrobenzaldehyde. Quantitative stoichiometric conversion was seen for the reduction of pyridine-2-carboxaldehyde. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.07.009

文献信息

• Synthesis, characterization, density functional theory calculations, and activity of a thione-containing NNN-bound zinc pincer complex based on a bis-triazole precursor
  作者：John R. Miecznikowski、Jerry P. Jasinski、Matthew A. Lynn、Swapan S. Jain、Elizabeth E. Butrick、Anne Elise R. Drozdoski、Kerry A. Archer、Jason T. Panarra

  DOI：10.1016/j.ica.2012.07.009

  日期：2013.1

  A novel ambidentate tridentate pincer ligand based on a bis-triazole precursor, was prepared, characterized, and metallated with ZnCl2 to give a new tridentate NNN-bound pincer zinc(II) pincer complex: dichloro(eta(3)-N,N,N)-[2,6-bis(3-[N-butyl]triazol-5-thione-1-yl)]pyridinezinc(II), [(NNN)ZnCl2]. This compound has pseudo-trigonal bipyramidal geometry at the zinc(II) center and exhibits metal-ligand binding that contrasts with our previously reported SNS-bound systems despite the availability of these same donor atoms in the current ligand set. The zinc complex was characterized with single crystal X-ray diffraction, H-1, C-13, and HSQC NMR spectroscopies, and electrospray mass spectrometry. The ligand precursors were characterized with H-1, C-13, and HSQC NMR spectroscopies, and cyclic voltammetry, and were found to be redox active. Density functional calculations, which investigate and support the nature of the NNN binding suggest that the experimentally observed oxidation and reduction waves are not the result of a simple one-electron process. The zinc complex was screened for the reduction of electron-poor aldehydes in the presence of a hydrogen donor, 1-benzyl-1,4-dihydronicotinamide (BNAH), and it was determined that they enhance the reduction of 4-nitrobenzaldehyde. Quantitative stoichiometric conversion was seen for the reduction of pyridine-2-carboxaldehyde. (C) 2012 Elsevier B. V. All rights reserved.