2-(3,5-ditertbutylpyrazol-1-ylmethyl)-pyridine | 1137672-15-1

• 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-(3,5-ditertbutylpyrazol-1-ylmethyl)-pyridine
• 英文别名: 2-[(3,5-Ditert-butylpyrazol-1-yl)methyl]pyridine
• CAS: 1137672-15-1
• 化学式: C₁₇H₂₅N₃
• 分子量: 271.406
• InChiKey: YAMGAUCUPRGVTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 2-(3,5-ditertbutylpyrazol-1-ylmethyl)-pyridine 以 甲醇 为溶剂， 反应 15.0h， 以32%的产率得到[2-(3,5-ditertbutylpyrazol-1-ylmethyl)pyridine-dinitro]zinc(II)
  参考文献：
  名称：

  螯合（吡唑基甲基）吡啶配体：与锌（II）和镉（II）阳离子的配位化学和结合性能

  摘要：

  2-（3,5-二甲基吡唑-1-基甲基）吡啶（L2）和2-（3,5-二叔丁基吡唑-1-基甲基）吡啶（L3）与Zn（NO 3）或Cd（NO 3）的反应生产的单金属配合物[Zn（NO 3）2（L2）]（1），[Zn（NO 3）2（L3）]（2），[Cd（NO 3）2（L2）]（3）和[Cd （NO 3）2（L3）]（4）。在复合物的固态结构中1在图3，图4和图4中，L 2和L 3以二齿方式连接至锌和镉原子。吡唑基化合物2-（吡唑-1-基甲基）吡啶（L1），（L2）和（L3）还用作模型螯合剂，用于液-液去除锌（II），镉（II）和铅（II） ）使用二氯甲烷作为有机溶剂从水中得到的阳离子。L1 - L3对锌（II）的提取效率为70-88％，对铅（II）的提取效率为50-55％，对镉（II）的提取效率为（19-31％）。从密度泛函理论计算获得的理论结果与实验提取趋势一致。

  DOI：

  10.1016/j.ica.2012.07.005
• 作为产物：
  描述：

  2-氯甲基吡啶盐酸盐 、 3,5-二叔丁基-1H-吡唑 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 水 、 苯 为溶剂， 反应 18.0h， 以80%的产率得到2-(3,5-ditertbutylpyrazol-1-ylmethyl)-pyridine
  参考文献：
  名称：

  (Pyrazol-1-ylmethyl)pyridine palladium complexes: Synthesis, molecular structures, and activation of small molecules

  摘要：

  Reactions of 2-(3,5-dimethylpyrazol-1-ylmethyl)pyridine (L1) and 2-(3,5-di-tert-butylpyrazol-1-ylmethyl)pyridine (L2) with either [PdClMe(COD)] or [PdCl2(COD)] gave the mononuclear palladium complexes [PdCl2(L1)] (1), [PdClMe(L1)] (2) [PdCl2(L2)] (3) and [PdClMe(L2)] (4) in good yields. All compounds were characterized by NMR spectrometry, mass spectrometry, elemental analyses and also by single crystal X-ray crystallography for complexes 1, 3, and 4. The reaction of 2 with NaBAr4 in NCMe gave the salt, [[PdMeNCMe(L3)] BAr4 (5), in good yield. This salt was used as a catalyst to oligomerize ethylene at high pressures to branched polyethylene, but catalytic activity was low. The reaction of 2 with SO2 and CO formed the respective insertion products [PdClS(O)(2)Me(L1)] (6) and [PdClC(O) Me(L1)] (7). (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.12.043

文献信息

• (Pyrazol-1-ylmethyl)pyridine Nickel Complexes: Ethylene Oligomerization and Unusual Friedel−Crafts Alkylation Catalysts
  作者：Stephen O. Ojwach、Ilia A. Guzei、Letitia L. Benade、Selwyn F. Mapolie、James Darkwa

  DOI：10.1021/om8006322

  日期：2009.4.13

  The reactions of 2,6-bis(3,5-dimethylpyrazol-1-ylmethyl)pyridine (L1) and 2,6-bis(3,5-di-tert-butylpyrazol-1-ylmethyl)pyridine (L2) with NiCl2 or NiBr2 gave the nickel(II) complexes [NiCl2(L1)] (1), [NiBr2(L1)] (2), [NiCl2(L2)] (3), and [NiBr2(L2)] (4) in high yields. Compounds 2-(3,5-dimethylpyrazol-1-ylmethyl)pyridine (L3) and 2-(3,5-di-tert-butylpyrazol-1-ylmethyl)pyridine (L4) on the other hand

  2,6-双（3,5-二甲基吡唑-1-基甲基）吡啶（L1）和2,6-双（3,5-二叔丁基吡唑-1-基甲基）吡啶（L2）2或NiBr 2生成镍（II）络合物[NiCl 2（L1）]（1），[NiBr 2（L1）]（2），[NiCl 2（L2）]（3）和[NiBr 2（L2））]（4）高产。化合物2-（3,5-二甲基吡唑-1-基甲基）吡啶（L3）和2-（3,5-二叔丁基另一方面，取决于吡唑基单元上取代基的空间体积，-丁基吡唑-1-基甲基）吡啶（L4）产生单核或双核镍（II）配合物。而L3，得到双核配合物[镍2（μ 2 -Cl）2氯2（L3）2 ]（5）和[镍2（μ 2 -Br）2溴2（L3）2 ]（6），L4，得到单核络合物[NiCl 2（L4）]（7）和[NiBr 2（L4）]（8）。的活化1 - 8与EtAlCl 2导致乙烯低聚至C 4，C 6和C 8支链烯烃，然后将甲苯溶剂的后续的Friedel-Crafts烷基化反应。在40
• (Pyrazolylmethyl)pyridine platinum(II) and gold(III) complexes: Synthesis, structures and evaluation as anticancer agents
  作者：Tebogo V. Segapelo、Ilia A. Guzei、Lara C. Spencer、Werner E Van Zyl、James Darkwa

  DOI：10.1016/j.ica.2009.02.046

  日期：2009.7

  Reactions of 2-(3,5-dimethylpyrazol-1-ylmethyl)pyridine (L1), 2-(3,5-diphenylpyrazol-1-ylmethyl)pyridine (L2), 2-(3,5-di-tert-butylpyrazol-1-ylmethyl)pyridine (L3) and 2-(3-p-tolylpyrazol-1-ylmethyl)pyridine (L4) with K-2[PtCl4] in a mixture of ethanol and water formed the dichloro platinum complexes [PtCl2(L1)] (1), [PtCl2(L2)] (2), [PtCl2(L3)] (3) and [PtCl2(L4)] (4). Complex 1, [PtCl2(L1)], could also be prepared in a mixture of acetone and water. Performing the reactions of L2 and L3 in a mixture of acetone and water, however, led to C-H activation of acetone under mild conditions to form the neutral acetonyl complexes [Pt(CH2COCH3) Cl(L2)] (2a) and [Pt(CH2COCH3) Cl(L3)] (3a). The same ligands reacted with HAuCl4 center dot 4H(2)O in a mixture of ethanol and water to form the gold salts [AuCl2(L1)][AuCl4] (5) [AuCl2(L2)][Cl] (6) [AuCl2(L3)][Cl] (7) and [AuCl2(L4)][AuCl4] (8); however, with the pyrazolyl unit in the para position of the pyridinyl ring in 4-(3,5-dimethylpyrazol-1-ylmethyl)pyridine (L5), 4-(3,5-diphenylpyrazol-1-ylmethyl)pyridine (L6) neutral gold complexes [AuCl3(L5)] (9) and [AuCl2(L6)] (10) were formed; signifying the role the position of the pyrazolyl group plays in product formation in the gold reactions. X-ray crystallographic structural determination of L6, 2, 3 3a, 8 and 10 were very important in confirming the structures of these compounds; particularly for 3a and 8 where the presence of the acetonyl group confirmed C-H activation and for 8 where the counter ion is AuCl4-. Cytotoxicity studies of L2, L4 and complexes 1-10 against HeLa cells showed the Au complexes were much less active than the Pt complexes. (C) 2009 Elsevier B. V. All rights reserved.