2-{N-[2-(2-pyridyl)ethyl]iminomethyl}-4-methoxyphenol | 1201812-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-{N-[2-(2-pyridyl)ethyl]iminomethyl}-4-methoxyphenol
• 英文别名: N-(pyridine-2-ylethyl)-2-hydroxy-5-methoxy-benzylideneamine；4-Methoxy-2-(2-pyridin-2-ylethyliminomethyl)phenol
• CAS: 1201812-05-6
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: IYSNIWCWFCRBCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-{N-[2-(2-pyridyl)ethyl]iminomethyl}-4-methoxyphenol 在 sodium tetrahydroborate 、 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-(((2-hydroxy-5-methoxybenzyl)(2-(pyridin-2-yl)ethyl)amino)methyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  新的半乳糖基化 N2O 供体三齿配体的合成和表征

  摘要：

  摘要 介绍了含有 4-[1-β-d-2,3,4,6-四-O-乙酰-半乳糖基)] 苯甲醛组的三种新型 N2O 供体配体的合成和表征。该组的插入旨在增加前药在肿瘤细胞中的吸收，并且是我们小组正在进行的三齿配体开发工作的一部分，以开发潜在的钴 (III) 前药。此处描述的合成路线允许分离纯配体，产率范围为 81-89%。最后，化合物通过 IR、NMR 和 HRMS (ESI+) 进行表征。图形概要

  DOI：

  10.1080/00397911.2019.1599953
• 作为产物：
  描述：

  2-羟基-5-甲氧基苯甲醛 、 2-(2-氨乙基)吡啶 以 乙醇 为溶剂， 生成 2-{N-[2-(2-pyridyl)ethyl]iminomethyl}-4-methoxyphenol
  参考文献：
  名称：

  希夫碱铝配合物作为环己烯氧化物和琥珀酸酐选择性开环共聚的双功能催化剂

  摘要：

  描述了用于环己烯氧化物和琥珀酸酐开环聚合的简单双功能铝催化剂。它们促进两种单体交替共聚的选择性取决于吡啶侧臂的氮中性供体的半不稳定行为：在辅助配体的苯氧基环上引入供电子取代基促进了完全选择性。

  DOI：

  10.1002/cctc.202400508

文献信息

• Synthesis, characterization, and formation constant of hexacoordinate iron(III) complexes
  作者：Mozaffar Asadi、Bahram Hemmateenejad、Maryam Mohammadikish

  DOI：10.1080/00958970903302681

  日期：2010.1.10

  Twelve iron(III) complexes [FeIII(LX)2]ClO4, where (LX)− is the deprotonated form of a series of asymmetric ligands containing pyridine and substituted phenol moieties (XPh(OH)–CH=N–(CH2) n –Py that X = H, 5-Br, 5-NO2, 5-OMe, 4-OMe, 3-OMe, and n = 1, 2), were synthesized and characterized by 1H NMR, IR, UV-Vis spectroscopy, mass spectrometry, and elemental analysis. Formation constants were measured

  十二个铁 (III) 配合物 [FeIII(LX)2]ClO4，其中 (LX)− 是一系列包含吡啶和取代苯酚部分的不对称配体的去质子化形式 (XPh(OH)–CH=N–(CH2) n –Py，X = H, 5-Br, 5-NO2, 5-OMe, 4-OMe, 3-OMe, and n = 1, 2), 合成并通过 1H NMR、IR、UV-Vis 光谱表征，质谱和元素分析。在恒定离子强度 (0.10 M NaClO4) 和 25 (±0.1)°C 下，使用紫外-可见分光光度法滴定测量形成常数。Fe(III) 离子与给定的三齿配体形成络合物的趋势如下：
• Homoleptic phenoxy-imine pyridine zinc complexes: efficient catalysts for solvent free synthesis and chemical degradation of polyesters
  作者：Sara D'Aniello、Sidonie Laviéville、Federica Santulli、Malaury Simon、Michele Sellitto、Consiglia Tedesco、Christophe M. Thomas、Mina Mazzeo

  DOI：10.1039/d2cy01092e

  日期：——

  The synthesis and structural characterization of six homoleptic zinc complexes supported by monoanionic phenoxy-imine pyridine ligands bearing different substituents on the phenoxy moiety are described. All complexes have been tested as catalysts for the ring-opening polymerization of L-lactide under mild or industrially relevant conditions using technical grade L-lactide and excess alcohol. Interestingly

  描述了由在苯氧基部分具有不同取代基的单阴离子苯氧基-亚胺吡啶配体支持的六种均配锌配合物的合成和结构表征。在温和或工业相关条件下，使用工业级L-丙交酯和过量醇对所有配合物作为L-丙交酯开环聚合的催化剂进行了测试。有趣的是，Zn( II) 催化剂在恶劣条件下是稳定的，显示出与工业催化剂相当的活性。同样的配合物也被发现在聚丙交酯和聚（对苯二甲酸乙二醇酯）的醇解解聚中具有活性。对于这两个过程，都发现了结构-反应性关系，这取决于在配体主链上引入的取代基。进行了无溶剂醇解中催化剂回收的测试，为通过低环境影响程序实施循环（生物）塑料经济提供了新的机会。
• Mn(III) and Mn(II) complexes of tridentate Schiff base ligands; synthesis, characterization, structure, electrochemistry and catalytic activity
  作者：Rita N. Egekenze、Yilma Gultneh、Ray Butcher

  DOI：10.1016/j.ica.2018.01.027

  日期：2018.6

  Three Mn(III) complexes [Mn(L-1)(2)] (ClO4)1, [Mn(L-2)(2)] (ClO4)2, [Mn(L-3)(2)] (ClO4)3, and one Mn(II) complex [Mn(L-4)(2)]4 were studied for their efficiency as catalysts for epoxidation of olefins with H2O2 at room temperature and 0 degrees C in the presence of ammonium acetate-acetic acid or triethylamine-perchloric acid system as co-catalyst/buffer. The complexes were obtained from the reaction of Mn(ClO4)(2)center dot 6H(2)0 with NNO tridentate Schiff base ligands HL1-HL4 synthesized from the condensation reaction of 2-(2-aminoethyl) pyridine and 2-hydroxybenzaldehyde (HL1), 5-chloro-2-hydroxybenzaldehyde (HL2), 5-methoxy- 2-hydroxybenzaldehyde (HL3), or 5-nitro-2-hydroxybenzaldehyde (HL4) respectively. The complexes were characterized by spectroscopic techniques as well as by single crystal X-ray diffraction analysis. Electronic effect of the substituents on epoxide yield was also investigated. The crystal structures of complexes confirm coordination of the manganese ion to the ligands through the NNO atoms of the ligands. The spectral changes observed as a function of time for the reaction of the complexes with aqueous (30%) hydrogen peroxide indicates possible formation of an intermediate product; hydroperoxo-complex implicated in the epoxidation reaction. The complexes catalyzed epoxidation of cyclohexene with low yield at room temperature but higher yield at 0 degrees C in the order complex 3 lower than 1, 1 lower than 2, with the Mn(II) complex 4 recording highest epoxide yield of 9% with turnover of 2.25 at room temperature and yield of 58% with turnover of 14.5 at 0 degrees C in the presence of ammonium acetate-acetic acid system/buffer. With the triethylamine-perchloric acid system/buffer, epoxide yield of 46% and turnover of 11.5 was recorded at room temperature while 44% with turnover of 11.0 was obtained at 0 degrees C for complex 4. (C) 2018 Elsevier B.V. All rights reserved.
• Complexation of Group IIIA metals with asymmetric tridentate ligands: Synthesis, characterization, formation constants and cytotoxicity
  作者：Mozaffar Asadi、Maryam Mohammadikish、Khosro Mohammadi、Pegah Mousavi、Katayon Javidnia、Ramin Miri

  DOI：10.1016/j.ica.2009.07.021

  日期：2009.11

  A series of new aluminum(III), gallium(III) and indium(III) complexes with some tridentate Schiff base, viz., N-pyridine-2-ylmethyl}-2-hydroxy-5-methoxy-benzylideneamine [HL1], N-pyridine-2-ylmethyl}-2-hydroxy-benzylideneamine [HL2], N-pyridine-2-ylmethyl}-2-hydroxy-5-nitro-benzylideneamine [HL3], N-pyridine-2-ylmethyl}-2-hydroxy-5-bromo-benzylideneamine [HL4], N-pyridine-2-ylethyl}-2-hydroxy-5-methoxy-benzylideneamine [HL5], N-pyridine-2-ylethyl}-2-hydroxy-benzylideneamine [HL6], N-pyridine-2-ylethyl}-2-hydroxy-5-nitro-benzylideneamine [HL7], N-pyridine-2-ylethyl}-2-hydroxy-5-bromo-benzylideneamine [HL8], with the general formula [ML2][Y] (M = Al3+, Ga3+, In3+; Y = NO3, ClO4) were synthesised and characterized by elemental analysis, H-1 NMR, FT-IR, UV-Vis spectrophotometry and mass spectrometry. The thermodynamic formation constants of the complexes were determined spectrophotometrically at constant ionic strength (I = 0.10 M NaClO4) and at 25 degrees C in methanol. The trend of formation constants of the complexes are as follow:Al < Ga < In5-OMe > 5-H > 5-NO2 > 5-BrAlso, their cytotoxic activities were evaluated in four various cell lines which showed their moderate cytotoxic effect. (c) 2009 Elsevier B.V. All rights reserved.