2,6-diacetylpyridine bis(S-methyldithiocarbazate) | 26158-24-7

• 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: 2,6-diacetylpyridine bis(S-methyldithiocarbazate)
• 英文别名: 2,6-diacetylpyridine Schiff-base with S-methyldithiocarbazate
• CAS: 26158-24-7
• 化学式: C₁₃H₁₇N₅S₄
• 分子量: 371.575
• InChiKey: BVNYYWVKIHRAMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  61.67
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,6-diacetylpyridine bis(S-methyldithiocarbazate) 、 nickel(II) acetate tetrahydrate 以 乙醇 为溶剂， 反应 0.25h， 以50%的产率得到[Ni(dapsme)]₂
  参考文献：
  名称：

  五齿N3S2螯合剂的二聚镍（II）和铜（II）配合物，由二硫代咔唑的S-烷基/芳基酯衍生而来

  摘要：

  摘要合成了螺旋二聚体铜（II）络合物[Cu（dapsbz）] 2（dapsbz = S-苄基二硫代咔唑的2,6-二乙酰基吡啶席夫碱的双去质子化形式），并对其结构进行了表征。二聚体中的每个席夫碱均充当带负电荷的N3S2五齿螯合剂，提供三个供体原子。吡啶氮原子，偶氮甲碱氮原子和硫醇盐硫原子形成一个铜离子，偶氮甲碱氮原子和硫醇盐硫原子形成第二个铜离子。二聚体中每个铜（II）离子采用的立体化学是具有CuN3S2配位核心的五配位，近似正方形的锥体。在二聚体镍（II）配合物中，[Ni（dapsme）] 2（dapsme = S-甲基二硫代氨基甲酸酯的2,6-二乙酰基吡啶席夫碱的双去质子化形式），Schiff碱还与两个镍（II）离子作为五齿N3S2螯合剂配位，但此处每个配体的吡啶氮原子均作为桥键供体原子。配体一个臂上的偶氮甲氮氮和硫醇盐硫原子与一个镍离子配位，而同一配体另一臂上的偶氮甲氮和硫醇盐硫原子与第二个镍原子配位。

  DOI：

  10.1016/j.poly.2014.07.033

文献信息

• Synthesis, characterization and fungitoxicities of metal chelates of a pentadentate N3S2 ligand
  作者：S.M.M.H. Majumder、M.Akbar Ali、F.E. Smith、M.A.U. Mridha

  DOI：10.1016/s0277-5387(00)81800-8

  日期：1988.1

  magnetic and spectroscopic evidence support a five-coordinate configuration for the M(SNNNS) complexes and an octahedral configuration for the Fe(SNNNS)Cl complex. Fungitoxicities of the Schiff base and its metal complexes against three plant pathogens viz. Alternaria solani, Curvularia geniculata and Colletotrichum capsici have been studied. The ligand and its complexes display marked antifungal activities

  摘要由S-甲基二硫代氨基甲酸酯与2,6-二乙酰基吡啶反应制得的席夫碱具有带负电荷的五齿N 3 S 2螯合剂的作用，生成稳定的通式为M（SNNNS）的晶体配合物（其中M = Ni， Cu，Co，Zn和Cd； SNNNS = Schiff碱的负性阴离子。还分离出复合物Fe（SNNNS）C1。电导率数据以及磁和光谱学证据支持M（SNNNS）配合物为五坐标构型，Fe（SNNNS）Cl配合物为八面体构型。Schiff碱及其金属配合物对三种植物病原体的真菌毒性。已经研究了链格孢菌，弯曲弯曲菌和辣椒炭疽菌。配体及其复合物对所有测试真菌均显示出显着的抗真菌活性。
• X-ray Crystallographic and Mössbauer Spectroscopic Applications in Dependence of Partial Quadrupole Splitting, [R], on the C−Sn−C Angle in Seven-Coordinated Diorganotin(IV) Complexes
  作者：Gerimário F. de Sousa、Victor M. Deflon、Maria T. do P. Gambardella、Regina H. P. Francisco、José D. Ardisson、Elke Niquet

  DOI：10.1021/ic0516360

  日期：2006.5.1

  The synthesis and the IR, NMR (H-1, C-13, and Sn-119), and Mossbauer spectroscopies and single-crystal X-ray diffraction studies of seven-coordinated diorganotin(IV) complexes, namely, [Ph2Sn(Hdapsc)]Cl center dot H2O center dot DMF [7; H(2)dapsc = 2,6-diacetylpyridine bis(semicarbazone)], [Me2Sn(H2,6Achexim)]Br center dot H2O [8; H(2)2,6Achexim = 2,6-diacetylpyridine bis(3-hexamethyleneiminylthiosemicarbazone)], [Me2Sn(dapmts)] [9; H(2)dapmts = 2,6-diacetylpyridine bis(4-methythiosemicarbazone)], and [(Bu2Sn)-Bu-n(dapmdtc)] [10; H(2)dapmdtc = 2,6-diacetylpyridine bis(S-methydithiocarbazate)], were done. The determination of the structures of [Ph2Sn(Hdapsc)](+), [Me2Sn(H2,6Achexim)](+) and [Me2Sn(dapmts)], [(Bu2Sn)-Bu-n(dapmdtc)] revealed the presence of monocationic and neutral complexes, respectively. The structures consist of monomeric units in which the Sn-IV ions exhibit distorted pentagonal-bipyramidal geometries, with the X, N,N,N,X-donor (X = O, S) systems of the ligands lying in the equatorial plane and the organic groups in the apical positions. The C-Sn-C angle in the seven-coordinated diorganotin( IV) complexes was estimated using a correlation between Mossbauer and X-ray data based on the point-charge model and using new values obtained in this work for [alkyl] = -1.00 mm s(-1) and [aryl] = -0.80 mm s(-1) for complexes containing O,N,N,N,O-pentadentate ligands and new values for [alkyl] = -0.87 mm s(-1) and [aryl] = -0.75 mm s(-1) for complexes containing S,N,N,N,S-pentadentate ligands.
• The preparation and characterization of seven-coordinate tin(IV) complexes of the 2,6-diacetylpyridine Schiff bases of S-alkyl/aryl-dithiocarbazates and the X-ray crystal structure of the [Sn(dapsme)I2] complex (dapsme=doubly deprotonated form of the 2,6-diacetylpyridine Schiff base of S-methyldithiocarbazate)
  作者：Mohammad Akbar Ali、Aminul Huq Mirza、Ai Ling Tan、Lim Kok Wei、Paul V Bernhardt

  DOI：10.1016/j.poly.2004.05.010

  日期：2004.7

  New tin(IV) complexes of empirical formula, Sn(SNNNS)I-2 (SNNNS = anionic form of the 2,6-diacetylpyridine Schiff bases of S-methyl- or S-benzyldithiocarbazate) have been prepared and characterized by a variety of physico-chemical techniques. The structure of Sn(dapsme)I-2 has been determined by single crystal X-ray crystallographic structural analysis. The complex has a seven-coordinate distorted pentagonal-bipyramidal geometry with the Schiff base coordinated to the tin(IV) ion as a dinegatively charged pentadentate chelating agent via the pyridine nitrogen atom, the two azomethine nitrogen atoms and the two thiolate sulfur atoms. The ligand occupies the equatorial plane and the iodo ligands are coordinated to the tin(IV) ion at axial positions. The distortion from an ideal pentagonal bipyramidal geometry is attributed to the restricted bite size of the pentadentate ligands. (C) 2004 Elsevier Ltd. All rights reserved.