di[4-(pyridin-2-yl)pyrimidinyl]disulfide | 1231156-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: di[4-(pyridin-2-yl)pyrimidinyl]disulfide
• 英文别名: 4-Pyridin-2-yl-2-[(4-pyridin-2-ylpyrimidin-2-yl)disulfanyl]pyrimidine；4-pyridin-2-yl-2-[(4-pyridin-2-ylpyrimidin-2-yl)disulfanyl]pyrimidine
• CAS: 1231156-69-6
• 化学式: C₁₈H₁₂N₆S₂
• 分子量: 376.465
• InChiKey: YPWXLHHNSYSIAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 di[4-(pyridin-2-yl)pyrimidinyl]disulfide 以 二氯甲烷 、 乙腈 为溶剂， 反应 26.0h， 以36%的产率得到[Cu(4-(pyridin-2-yl)pyrimidin-2-ol)₂(ClO₄)]ClO₄
  参考文献：
  名称：

  涉及动态 S-S 和 C-S 键断裂的溶剂热杂环二硫化物/CuX2 (X = Cl, ClO4) 反应

  摘要：

  在不同的溶剂热条件下，2-ppds (2-ppds = di[4-(pyridin-2-yl)pyrimidinyl]disulfide) 与 CuX2 (X = ClO4 或 Cl) 的反应产生了明显不同的结果，因为原位反应不同2-ppds 涉及动态 S-S 和 C-S 键裂解。在 90 °C 时，2-ppds 与 Cu(ClO4)2 在 CH3CN–CH2Cl2 混合溶剂中的反应产生了一个离散的单核络合物，[Cu(L1)2(ClO4)]ClO4 (1)，其中 2-ppds 是转化为 L1 (L1 = 4-(pyridin-2-yl)pyrimidin-2-ol) 的两性离子，包括 C-S 键断裂，然后是水的攻击。在 120 °C 的 DMF-MeOH 溶剂中，2-ppds 与 Cu(ClO4)2 的反应导致通过 S 的还原裂解转化为 L2（L2 = 4-(pyridin-2-yl)py

  DOI：

  10.1007/s11243-015-9996-0
• 作为产物：
  描述：

  4-(2-吡啶)嘧啶-2-硫醇 在 磺酰氯 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.83h， 以87%的产率得到di[4-(pyridin-2-yl)pyrimidinyl]disulfide
  参考文献：
  名称：

  金属配位促进SS键的反应多样性：从发现到可控反应

  摘要：

  在混合溶剂MeOH/CH 2 Cl 2 中NiCl 2 配位的促进下，2-ppds {bis[4-( pyridin-2-yl)pyrimidin-2-yl]disulfane} 产生三种新组分，鉴定为 2-mpp [2-甲氧基-4-(pyridin-2-yl)pyrimidine], 2-ppst {S-[4- (pyridin-2-yl)pyrimidin-2-yl] 4-(pyridin-2-yl)pyrimidine-2-sulfonothioate} 和 2-pps {bis[4-(pyridin-2-yl)pyrimidin-2-yl]硫烷}。更重要的是，可以有效地控制这种原位反应，使其以高度选择性的方式进行。因此，NiCl 2 介导的 2-ppds 的原位反应在连续空气鼓泡通过反应混合物的帮助下仅导致 2-pps，而用 Cu(OAc) 2 代替 NiCl 2 仅提供 2-mpp。

  DOI：

  10.1002/ejic.200900913

文献信息

• Dynamic in situ solvothermal reactions between ZnX2 (X = Cl, ClO4) and a heterocyclic disulfide
  作者：Hai-Bin Zhu、Wei Deng、Liu-Long Xu

  DOI：10.1007/s11243-017-0171-7

  日期：2017.10

  (2-methoxy-4-(pyridin-2-yl)pyrimidine). At 90 °C, solvothermal reaction between 2-ppds and Zn(ClO4)2 led to a discrete mononuclear coordination complex formulated as [Zn(SH)(L2)]ClO4 (2) that features a terminally bound –SH group, while the reaction solution was also found to contain a library of in situ reaction products of 2-ppds including L1, L2, L3 and L4 ((4-(pyridin-2-yl)pyrimidin-2-yl) 4-(pyridin-2-yl)pyrimi

  已经研究了 2-ppds（2-ppds = 二[4-（吡啶-2-基）嘧啶基]二硫化物）与 ZnX2（X = Cl，ClO4）在混合 CH3OH-CH2Cl2 溶剂中的溶剂热反应。为了更好地理解这些反应，溶液分析与原位生成的配位配合物的单晶 X 射线衍射分析同时进行。在 120 °C 时，2-ppds 与 ZnCl2 的溶剂热反应产生离散的单核配位络合物，公式为 [ZnCl2(L1)] (1)，其中两性离子 L1（1-甲基-4-（吡啶-2-基） )pyrimidin-1-ium-2-olate) 由 2-ppds 原位形成，基于 TLC 和 ESI-MS 的溶液分析进一步表明反应溶液还含有 L2 的原位转化产物（双（4-（吡啶-2-基)嘧啶-2-基)硫烷)和L3(2-甲氧基-4-(吡啶-2-基)嘧啶)。在 90 °C 时，2-ppds 和 Zn(ClO4)2 之间的溶剂热反应导致离散的单核配位络合物被公式化为
• Variable transformations of di[4-(pyridin-2-yl)pyrimidinyl]disulfide induced by different metal salts
  作者：Hai-Bin Zhu、Xin Lu、Wen-Na Yang、Shao-Hua Gou

  DOI：10.1016/j.poly.2011.11.025

  日期：2012.1

  Assembly of three different metal salts with 2-ppds (2-ppds = di[4-(pyridin-2-yl)pyrimidinyl]disulfide) under the same conditions produced three totally distinct coordination compounds. In the presence of Cu(NO3)(2), a dinuclear Cu(I) macrocyclic compound [Cu-2(2-ppts)(2)](NO3)(2) (1) together with a mononuclear Cu(II) compound [Cu(2-pps)](NO3)(2) (2) are formed, of which the initial 2-ppds ligand is in situ converted into its trisulfide 2-ppts (2-ppts = di[4-(pyridin-2-yl)pyrimidinyl]trisulfide) and monosulfide 2-pps (2-PPs = di[4-(pyridin-2-yl)pyrimidinyl]sulfide), respectively. Replacement of Cu(NO3)(2) by Zn(NO3)(2) affords a mononuclear Zn(II) coordination compound [Zn(2-pps)(NO3)(2)] (3). The use of HgCl2 results in a dinuclear Hg(II) compound [Hg4Cl8(2-ppds)(2)] (4) without any change on 2-ppds. All coordination compounds have been structurally ascertained by X-ray crystallography. Besides, ESI-MS examination of the mother solution for each compound has also been carried out to further understand the impacts of different metal salts. (C) 2011 Elsevier Ltd. All rights reserved.
• Dong, Hua-Ze; Zhu, Hai-Bin, Asian Journal of Chemistry, 2010, vol. 22, # 6, p. 4956 - 4958
  作者：Dong, Hua-Ze、Zhu, Hai-Bin

  DOI：——

  日期：——
• Diverse reactions of S–S function under metal-mediated and metal-free thermolysis conditions
  作者：Hai-Bin Zhu、Lei Li、Hai Wang、Xin Lu、Shao-Hua Gou

  DOI：10.1016/j.inoche.2009.10.009

  日期：2010.1

  Parallel comparative studies on reactivities of S-S function in 2-ppds (2-ppds = bis(4-(pyridin-2-yl)pyrimidin-2-yl)disulfane) have been carried out under the same thermolysis conditions. In the presence of FeCl(2), thermolysis reaction of 2-ppds in the MeOH/CH(2)Cl(2) mixture results in a mononuclear compound [FeCl(2)(2-pps)] with newly generated organic ligand 2-pps (2-pps = bis(4-(pyridin-2-yl)pyrimidin-2-yl)sulfane). In the absence of FeCl(2), the result of solvolysis depends upon the conditions. Thus, in pure MeOH, 2-ppds partially converts into a mixture of S-(4-pyridin-2-yl)pyrimidin-2-yl (4-pyridin-2-yl)pyrimidine-2-sulfonothioate (2-ppst) and 2-pps, while in a MeOH/CH(2)Cl(2) mixture, 2-(chloromethylthio)-4-(pyridin-2-yl)pyrimidine (2-ppct) is the main product. (C) 2009 Elsevier B.V. All rights reserved.
• Metallosupramolecular silver complexes with ligands of 4,4′-di(2-pyridyl-4-pyrimidinyl) disulfide and 4,4′-di(3-pyridyl-4-pyrimidinyl) disulfide: Syntheses, structures and luminescent properties
  作者：Hai-Bin Zhu、Xin Lu、Shu-Ying Zhang、Shao-Hua Gou、Wen-Na Yang

  DOI：10.1016/j.ica.2011.07.038

  日期：2011.10

  Reaction of 4,4'-di(3-pyridyl-4-pyrimidinyl) disulfide (3-PPDS) with AgNO(3) leads to a unique 2D extended structure [Ag(3-PPDS)(NO(3))]}(n) (1) based on [Ag(2)(3-PPDS)(2)] macrocycle units, of which 1D inorganic [Ag(NO(3))](n) helical chains are generated. By contrast, definite Ag-S bonding interactions associated with the disulfide function have been established in [Ag(2-PPDS)]ClO(4)}(n) (2), which is assembled of 4,4'-di(2-pyridyl-4-pyrimidinyl) disulfide (2-PPDS) with AgClO(4). Solid state luminescent properties of complexes 1 and 2 are also examined. (C) 2011 Elsevier B.V. All rights reserved.