2,6-bis(1-isopropylimidazole-2-thione)pyridine | 1202022-10-3

• 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-bis(1-isopropylimidazole-2-thione)pyridine
• 英文别名: 2,6-bis{[N-isopropyl]imidazole-1-ylidene-2-thione}pyridine；2,6-bis(1-isopropyl-2,3-dihydro-1H-imidazole-2-thione)pyridine；3,3'-(pyridine-2,6-diyl)bis(1-isopropyl-1H-imidazole-2(3H)-thione)；Bptp；2,6-bis(3-isopropylimidazol-2-thione-1-yl)pyridine；3,3'-Diisopropyl-1,1'-(pyridine-2,6-diyl)bis[1H-imidazole-2(3H)-thione]；1-propan-2-yl-3-[6-(3-propan-2-yl-2-sulfanylideneimidazol-1-yl)pyridin-2-yl]imidazole-2-thione
• CAS: 1202022-10-3
• 化学式: C₁₇H₂₁N₅S₂
• 分子量: 359.519
• InChiKey: LHGGTDQLBCEBJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  90
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-bis(1-isopropylimidazole-2-thione)pyridine 以 氯仿 、 乙腈 为溶剂， 反应 16.0h， 生成 {(2,6-bis(1-isopropyl-2,3-dihydro-1H-imidazole-2-thione)pyridine)₁₂Cu₈}(PF₆)_8*pyrene
  参考文献：
  名称：

  带有非相互作用抗衡离子的 大型Cu I 8硫属酮立方笼†

  摘要：

  两个特大尺寸铜（我）立方笼，[{的Cu（BPTP）1.5 } 8（PF 6 -）]（PF 6 - ）7（1）和[{铜（黑花生衣色素）1.5 } 8（PF 6 -）] （PF 6 - ）7（2）中，由咪唑-2-硫属元素酮配体（支持BPTP = 2,6-双（1-异丙基-2-硫酮）吡啶和黑花生衣色素= 2,6-双（1-异丙基-2- -selone）pyridine）的合成和表征。离子盐的形成通过FT-IR，多核（1 H，13 C，31 P和19 F）NMR，UV-vis，TGA，CHN分析，BET分析，单晶X射线衍射和粉末X射线衍射确认1和2技术。据我们所知，这是在完美的立方结构中铜铜间距为8.413Å或8.593Å的八核铜（I）团簇的首例。有趣的是，这些以阴离子为中心的Cu I 8立方排列不受立方中心离子或面中心分子的支持。阳离子立方笼的形成伴随着十二种配体（Bptp或Bpsp）的结合。）具有八个三角形平面[CuSe

  DOI：

  10.1039/c7dt03796a
• 作为产物：
  描述：

  1,1'-(pyridine-2,6-diyl)bis(3-isopropyl-1H-imidazol-3-ium-1-yl) bromide 在 potassium carbonate 、 sulfur 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以75%的产率得到2,6-bis(1-isopropylimidazole-2-thione)pyridine
  参考文献：
  名称：

  含吡啶基有机硫属元素配体的新型半三明治铱和铑配合物的合成，表征

  摘要：

  一系列基于中性吡啶的有机硫属元素配体，2,6-双（1-甲基咪唑-2-硫酮）吡啶（Bmtp），2,6-双（1-异丙基咪唑-2-硫酮）吡啶（Bptp）合成并表征了6-6-双（1-叔丁基咪唑-2-硫酮）吡啶（Bbtp）。[Cp ∗ M（μ- Cl）Cl] 2（Cp ∗ = η5-五甲基环戊二烯基 ，M = Ir，Rh）与三个吡啶基有机硫属元素配体的反应导致形成复合物Cp ∗ M（L）Cl 2（M = Ir，L =  Bmtp，1a · Cl 2 ; M = Rh，L =  Bmtp，1b· Cl 2；M ＝ Ir，L ＝Bptp，2a · Cl 2；m ＝  1。M ＝ Rh，L ＝Bptp，2b · Cl 2；M ＝ Rh，L ＝  Bptp，2b · Cl 2。M ＝ Ir，L ＝Bbtp，3a · Cl 2；m ＝  1。M ＝ Rh，L ＝  Bbtp，3b · Cl 2）。所有化合物均

  DOI：

  10.1016/j.jorganchem.2009.08.034

文献信息

• 半夹心钌硫酮配合物及其制备方法、氨硼烷的水解方法和硝基苯类化合物的还原方法
  申请人：安徽师范大学

  公开号：CN110938086B

  公开（公告）日：2023-04-18

  本发明公开了一种半夹心钌硫酮配合物及其制备方法、氨硼烷的水解方法和硝基苯类化合物的还原方法，该半夹心钌硫酮配合物的结构如式I所示，其中，R为C1‑C6的烃基。该半夹心钌硫酮配合物具有优异的催化性能、稳定性和水溶性，进而使得其在催化氨硼烷的水解、硝基苯类化合物的还原中得以应用，同时该半夹心钌硫酮配合物制备方法操作简便、可以量产。
• Syntheses and characterization of five-coordinate copper(II) complexes based on tridentate SNS pincer ligand precursors
  作者：John R. Miecznikowski、Matthew A. Lynn、Jerry P. Jasinski、Wayne Lo、Daniel W. Bak、Mekhala Pati、Elizabeth E. Butrick、Anne Elise R. Drozdoski、Kerry A. Archer、Christine E. Villa、Elise G. Lemons、Erin Powers、Margaret Siu、Camile D. Gomes、Nicholas A. Bernier、Kaitlyn N. Morio

  DOI：10.1016/j.poly.2014.03.020

  日期：2014.9

  spectrometry, EPR spectroscopy, attenuated total reflectance infrared spectroscopy, UV–Vis spectroscopy, cyclic voltammetry, and elemental analysis. The EPR spectra are consistent with typical anisotropic Cu(II) signals with four hyperfine splittings in the lower-field region (g||). Various electronic transitions are apparent in the UV–Vis spectra of the complexes and originate from d-to-d transitions or

  将基于双咪唑基前体的一系列三齿钳形配体（每个具有两个硫和一个氮供体官能团（SNS））用CuCl 2金属化，得到新的三齿SNS钳形铜（II）络合物[（SNS）CuCl 2 ]。这些紫色配合物在铜中心显示出五坐标的伪正方形金字塔几何形状。[（SNS）CuCl 2 ]配合物的特征在于单晶X射线衍射，电喷雾质谱，EPR光谱，衰减全反射红外光谱，UV-Vis光谱，循环伏安法和元素分析。EPR谱图与典型的各向异性Cu（II）信号一致，在较低的视场区域有四个超精细分裂（g ||）。各种电子跃迁在配合物的UV-Vis光谱中都很明显，并且源自d到d跃迁或各种电荷转移跃迁。我们进行了计算研究，以了解三齿SNS配体前体内部的结构约束对所得结合铜配合物的氧化态的影响。我们已经确定，当ad 9铜（II）金属中心不包含内部CH 2基团时，其结合我们的三齿SNS配体组的位置比ad 10铜（I）中心更好。如果没有该亚甲基
• Synthesis and characterization of gold complexes with pyridine-based SNS ligands and as homogeneous catalysts for reduction of 4-nitrophenol
  作者：Wei-Guo Jia、Yuan-Chen Dai、Hai-Ning Zhang、Xiaojing Lu、En-Hong Sheng

  DOI：10.1039/c5ra01749a

  日期：——

  Three gold complexes efficiently catalyze 4-nitrophenol reduction to 4-nitroaniline in the presence of NaBH₄ under homogeneous conditions in water.

  三种金络合物在水中均相条件下有效催化4-硝基苯酚在NaBH₄存在下还原为4-硝基苯胺。
• Chemotherapeutic Activities of New η6-p-Cymene Ruthenium(II) and Osmium(II) Complexes with Chelating SS and Tridentate SNS Ligands
  作者：David O. Ywaya、Halliru Ibrahim、Holger B. Friedrich、Muhammad D. Bala、Lynette Soobramoney、Aliscia Daniels、Moganavelli Singh

  DOI：10.3390/molecules29050944

  日期：——

  architectures in the complexes improves the biological (anti-proliferative) activity of the complexes by reducing the chance of ligand dissociation under physiological conditions. In general, the pincer (SNS) osmium complexes were found to be more cytotoxic than their ruthenium analogues, suggesting that the anti-proliferative activity of the imidazole-2-thione-Ru/Os complexes depends on the ligand’s

  一系列新型螯合二齿（SS）烷基咪唑-2-硫酮-Ru(II)/Os(II)配合物（3ai、3aii、3aiii、3bii/4aiii、4bi、4bii）和三齿（SNS）吡啶-2 ,6-二基咪唑-2-硫酮-Ru(II)/Os(II) 配合物（5bi、5civ/6bi、6ci、6civ），形式为 [MII(cym)(L)Cl]PF6 和 [MII(cym) (L)]PF6（M = Ru 或 Os，cym = η6-p-伞花烃，L = 硫脲杂环衍生物）分别成功合成。使用光谱和分析方法来表征配合物及其配体。固态单晶 X 射线衍射分析揭示了各自配合物中 Ru(II) 或 Os(II) 中心周围的“钢琴凳”几何形状。使用 MTT 测定研究了复合物对人宫颈癌 (HeLa) 和非癌细胞系 (Hek293) 的体外化疗活性。发现化合物3aii、5civ、5bi、4aiii、6ci、6civ和参比药物5-氟尿嘧啶对肿瘤细胞具有选择性；化合物
• Syntheses, characterization, density functional theory calculations, and activity of tridentate SNS zinc pincer complexes
  作者：John R. Miecznikowski、Wayne Lo、Matthew A. Lynn、Brianne E. O’Loughlin、Amanda P. DiMarzio、Anthony M. Martinez、Lorraine Lampe、Kathleen M. Foley、Lauren C. Keilich、George P. Lisi、Daniel J. Kwiecien、Cristina M. Pires、William J. Kelly、Nathan F. Kloczko、Kaitlyn N. Morio

  DOI：10.1016/j.ica.2011.07.021

  日期：2011.10

  A series of tridentate SNS ligand precursors were metallated with ZnCl2 to give new tridentate SNS pincer zinc complexes. The zinc complexes serve as models for the zinc active site in liver alcohol dehydrogenase (LADH) and were characterized with single crystal X-ray diffraction, H-1, C-13, and HSQC NMR spectroscopies and electrospray mass spectrometry. The bond lengths and bond angles of the zinc complexes correlate well to those in horse LADH. The zinc complexes feature SNS donor atoms and pseudotetrahedral geometry about the zinc center, as is seen for liver alcohol dehydrogenase. The SNS ligand precursors were characterized with H-1, C-13, and HSQC NMR spectroscopies and cyclic voltammetry, and were found to be redox active. Gaussian calculations were performed and agree quite well with the experimentally observed oxidation potential for the pincer ligand. The zinc complexes were screened for the reduction of electron poor aldehydes in the presence of a hydrogen donor, 1-benzyl-1,4-dihydronicotinamide (BNAH). The zinc complexes enhance the reduction of electron poor aldehydes. Density functional theory calculations were performed to better understand why the geometry about the zinc center is pseudo-tetrahedral rather than pseudo-square planar, which is seen for most pincer complexes. For the SNS tridentate pincer complexes, the data indicate that the pseudo-tetrahedral geometry was 43.8 kcal/mol more stable than the pseudo-square planar geometry. Density functional theory calculations were also performed on zinc complexes with monodentate ligands and the data indicate that the pseudo-tetrahedral geometry was 30.6 kcal/mol more stable than pseudo-square planar geometry. Overall, the relative stabilities of the pseudo-tetrahedral and pseudo-square planar systems are the same for this coordination environment whether the ligand set is a single tridentate SNS system or is broken into three separate units. The preference of a d(10) Zn center to attain a tetrahedral local environment trumps any stabilization gained by removal of constraints within the ligand set. (C) 2011 Elsevier B.V. All rights reserved.