2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol | 1356334-20-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol
• 英文别名: 2,6-Bis(3-hydroxypropyliminomethyl)-4-methylphenol
• CAS: 1356334-20-7
• 化学式: C₁₅H₂₂N₂O₃
• 分子量: 278.351
• InChiKey: AELUQUVCUKRDIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  85.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper (II) phenylacetate monohydrate 、 2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以78%的产率得到[Cu4(μ4-O)(μ-H2bpmp)2(μ1,3-O2CCH2Ph)4]
  参考文献：
  名称：

  New μ-hydroxido-bridged copper nitrate dimer and μ4-oxido-bridged copper phenylacetate quasi-tetrahedron: Direct synthesis and uphill conversion

  摘要：

  Dinuclear [Cu-2(mu-OH)] fragment and its self-assembled tetranuclear part [Cu-2(mu(4)-O)Cu-2] are found in two copper(II) complexes of ligand H3bpmp: [Cu-2(mu(2)-OH)(mu-H(2)bpmp)(mu(1.3)-NO3)][Cu-2(mu(2)-OH)(mu-H(2)bpmp)(NO3)(H2O)](NO3)2 center dot 2H(2)O (1 center dot 2H(2)O) and [Cu-4(mu(2)-OH)(mu-H(2)bpmp)(2)(mu(1.3)-O2CCH2Ph)(4)] (2) [H(3)bpmp = 2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methylphenoll. These complexes have been synthesized and characterized by single crystal X-ray crystallography. Complex 1 showed unique reactivity with phenylacetate anions to provide 2 in which two [Cu-2(mu(2)-OH)] units available within same crystal lattice collapsed to give [Cu-4(mu(4)-O)] hub. Formation of the [Cu-4] compound is also achieved from individual components and phenylacetate ligands, which allows an effective tuning of the self-assembly of two ligand bound [Cu-2] fragments and removal of H+ from hydroxido bridges to provide oxido nucleus. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.08.064
• 作为产物：
  描述：

  2,6-二甲酰-4-甲基苯酚 、 3-氨基-1-丙醇 以 甲醇 为溶剂， 反应 2.0h， 以78%的产率得到2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol
  参考文献：
  名称：

  Coordination induced fluorescence enhancement and construction of a Zn₃constellation through hydrolysis of ligandimine arms

  摘要：

  含有角形Zn_3(μ-OPh)_2(μ-OEt)_2核心及封端氮供体的中性Zn_3配合物[Zn_3(μ-H_2bemp)_2(μ_3-emp)_2]（1）通过母体及水解型配体的同步螯合桥连作用合成。锌(II)配合导致H_3bemp(2,6-双[(2-羟乙基亚氨基)甲基]-4-甲基苯酚)溶液相亚胺(CN)键水解,并且产生具有与P_1核酸酶活性中心Zn_3相似结构的角形Zn(II)三核配合物1。H_3bemp同样表现为由强金属离子配合所产生的金属离子选择型螯合增强荧光响应。H_3bpmp(2,6-双[(3-羟丙基亚氨基)甲基]-4-甲基苯酚,为H_3bemp的结构类似物)与锌(II)的配位产物只是双两性离子配体通过配合驱动的酸碱反应所产生的单核[Zn(H_2bpmpHN)_2](ClO_4)_2·2H_2O(2·2H_2O)（HN是连接在亚胺氮原子上的质子）,没有表现出任何聚集反应。作为唯一的金属-有机前驱体,在热解条件下,通过这两种配合物均得到两种形貌的ZnO纳米结构。

  DOI：

  10.1039/c1dt11390a

文献信息

• Dinuclear and heptanuclear nickel(II) complexes: Anion coordination induced ligand arm hydrolysis and aggregation around a nickel(II) core
  作者：Aloke Kumar Ghosh、Antonio Bauzá、Valerio Bertolasi、Antonio Frontera、Debashis Ray

  DOI：10.1016/j.poly.2013.01.009

  日期：2013.4

  nickel(II) complex [Ni7(μ3-OH)6(μ3-H2L)4](NO3)4·2MeOH (3·2MeOH); (H3L is 2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol), featuring four defective cubanes around a pivotal nickel(II) ion, has been obtained via hydroxido-bridge-induced assemblage of two Ni3 fragments. Presence of azido (N3−) and bromido (Br−) ions in reactions on the contrary lead to one ligand imine arm hydrolysis and formations

  摘要七核四阳离子镍（II）络合物[Ni7（μ3-OH）6（μ3-H2L）4]（NO3）4·2MeOH（3·2MeOH）；（H3L是2,6-双-[[（3-羟基-丙基亚氨基）-甲基] -4-甲基-苯酚），其特征在于围绕羟基镍（II）离子存在四个缺陷古巴，这是通过羟桥桥接诱导的两个Ni3片段的组合。相反，反应中存在叠氮基（N3-）和溴代（Br-）离子会导致一个配体亚胺臂水解并形成[Ni2（N3）2（μ-HL1）2（OH2）2]（1）和[Ni2Br2（μ-HL1）2（OH2）2]（2）；其中H 2 L 1是2-羟基-3-[（3-羟基-丙基亚氨基）-甲基] -5-甲基-苯甲醛。3的X射线结构分析显示，围绕中心NiII对称分布有六个NiII，并由六个从溶剂水分子中就地生成的羟基基团桥接。还已经进行了密度泛函理论（DFT）计算，以预测配合物的磁行为。还获得了化合物1和2的自旋密度表面。
• Self-assembly of a [Ni₈] carbonate cube incorporating four μ₄-carbonato linkers through fixation of atmospheric CO₂by ligated [Ni₂] complexes
  作者：Aloke Kumar Ghosh、Moumita Pait、Michael Shatruk、Valerio Bertolasi、Debashis Ray

  DOI：10.1039/c3dt52999a

  日期：——

  The communication reports the synthesis, characterization, and magnetic behavior of a novel μ4-carbonato supported and imidazole capped ligated nickel cage [Ni8(μ-H2bpmp)4(μ4-CO3)4(ImH)8](NO3)4·2H2O (1) through self-assembly of ligand bound ferromagnetic Ni2 building blocks. Structural analysis indicates newer geometrical features for the coordination cage formation and dominant interdimer antiferromagnetic coupling resulting in a diamagnetic ground state.

  该通讯报道了通过自组装磁性Ni2构筑单元与配体结合，合成、表征并研究了一种新型的μ4-碳酸根支持、咪唑封端的镍笼化合物[Ni8(μ-H2bpmp)4(μ4-CO3)4(ImH)8](NO3)4·2H2O (1)的磁性行为。结构分析表明，配合物笼的形成具有新的几何特征，并且二聚体间的主导反铁磁耦合导致了一个抗磁性的基态。
• A dodecanuclear copper(<scp>ii</scp>) cage self-assembled from six dicopper building units
  作者：Aloke Kumar Ghosh、Moumita Pait、Rodolphe Clérac、Corine Mathonière、Valerio Bertolasi、Antonio Bauzá、Antonio Frontera、Kausikisankar Pramanik、Debashis Ray

  DOI：10.1039/c3dt53144a

  日期：——

  Sandwich capping of two Cu₃(μ₃-NO₃)}⁵⁻ triangles over a hydroxido-bridged Cu₆} hexagon, supported by six ligands resulted in a novel Cu₁₂ cage in a flattened cuboctahedral topology.

  两个Cu3(μ3-NO3)}5−三角形夹在一个由六个配体支持的氢氧根桥联的Cu6}六角形上，形成了一个新颖的Cu12笼状结构，呈现出扁平的立方八面体拓扑结构。
• Self-assembly of a pentanuclear {Cu5} complex resulting from the trapping of a Cu2+ ion by two {Cu2} building units
  作者：Aloke Kumar Ghosh、Rodolphe Clérac、Corine Mathonière、Debashis Ray

  DOI：10.1016/j.poly.2013.02.051

  日期：2013.4

  The compound [Cu-5(mu(3)-OH)(2)(H(2)bpmp)(2)(mu(1.1)-OAc)(2)(mu(1.1.3)-OAc)(2)(OAc)(2)]center dot 2H(2)O (1.2H(2)O) (H(3)bpmp = 2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol), featuring two fused defective cubanes at a Cu2+ vertex, has been obtained via mu(3)-OH-bridge-driven self-assembly of two dinuclear Cu(II) phenoxido-bridged Cu-2(H(2)bpmp)} fragments. Antiferromagnetic interactions within the complex lead to an S-T = 1/2 ground state for the pentanuclear arrangement. (c) 2013 Elsevier Ltd. All right's reserved.
• Self-Assembled Tetra- and Pentanuclear Nickel(II) Aggregates From Phenoxido-Based Ligand -Bound {Ni₂} Fragments: Carboxylate Bridge Controlled Structures
  作者：Aloke Kumar Ghosh、Michael Shatruk、Valerio Bertolasi、Kausikisankar Pramanik、Debashis Ray

  DOI：10.1021/ic401337q

  日期：2013.12.16

  Three different carboxylato bridges (R = C2H5, CF3, and PhCH2 in RCO2-) have been used to obtain the supramolecular aggregates [Ni-5(mu-H(2)bpmp)(2)(mu(3)-OH)(2)(mu(1,3)-O2CC2H5)(6)]center dot 2H(2)O center dot 4DMF (1.2H(2)O center dot 4DMF), [Ni-4(mu(3)-H(2)bpmp)(2)(mu(3)-OH)(2)(mu(1,3)-O2CCF3)(2)](CF3CO2)2 center dot H2O (2 center dot H2O), and [Ni-4(mu(3)-H(2)bpmp)2(mu(3)-OH)(2)(mu(1,3)-O2CCH2Ph)(2)]-(PhCH2CO2)(2)center dot 4H(2)O (3 center dot 4H(2)O) (H(3)bpmp =2,6-bis-[(3-hydroxy-propylimino)-methyl]-4-methyl-phenol) from the hydroxido-bridged dinuclear motif [Ni-2(mu-H(2)bpmp)(OH)](2+) These complexes have been characterized by X-ray crystallography and magnetic measurements. A change from propanoate group to trifluoroacetate and phenylaceate groups provided different course of cluster assembly based on Ni-2(mu-H(2)bpmp)(2) fragments. The Ni-5(mu(3)-OH)(2)(mu(1,3)-O2CC2H5)(6)}(2+) core in 1 contains five Ni-II ions in an hourglass (pentanuclear vertex-shared double cubane) arrangement. These compounds are new examples of [Ni-5] and [Ni-4] complexes where aggregation of the building Motifs are guided by the nature of the carboxylate anions, which allows an effective tuning of the self-aggregate process within same ligand environment. The study of the magnetic properties reveals that 1 exhibits an S = 3 ground state. Nevertheless, the magnetization increases above the expected saturation value of 6 mu(B) at higher fields, because of the suppression of antiferromagnetic exchange between the central and peripheral Ni(II) ions. Complexes 2 and 3 exhibit ferromagnetic exchange interactions that result in the S = 4 ground state. Examination of AC magnetic susceptibility showed that complex 2 in finely ground form behaves as spin glass with the spin-freezing temperature of similar to 5.5 K. This behavior was attributed to the collapse of the structure upon the loss of interstitial solvent. Such property was not observed for complex 3, in which the bulkier carboxylate ligands provide for a more robust crystal packing and larger separation between the [Ni4O4] clusters.