2,4-di-tert-butyl-6-((butylimino)methyl)phenol | 861395-09-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-di-tert-butyl-6-((butylimino)methyl)phenol
• 英文别名: N-n-butyl-3,5-di-tert-butyl-salicylaldimine；N-(1-butyl)-3,5-di-tert-butyl-salicylaldimine；N-n-butyl-3,5-t-Bu2-salicylaldimine；2,4-Ditert-butyl-6-(butyliminomethyl)phenol
• CAS: 861395-09-7
• 化学式: C₁₉H₃₁NO
• 分子量: 289.461
• InChiKey: HEBABHWFWKCVSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-di-tert-butyl-6-((butylimino)methyl)phenol 、 copper(II) acetate monohydrate 在 Et₃N 作用下， 以 甲醇 为溶剂， 以31.14%的产率得到bis[N-n-butyl-3,5-di-tert-butyl-salicylideneiminato]copper(II)
  参考文献：
  名称：

  N-烷基（芳基）tBu-水杨基醛亚胺的铜（II）配合物的合成，晶体结构，磁性和氧化还原性质

  摘要：

  一系列新颖的铜（II）配合物，L 2 Cu与新合成的由2,4-二叔丁基苯酚（或已经制备了4-叔丁基苯酚）和烷基（芳基）胺，并研究了它们的光谱（IR，UV-Vis，ESI-MS），X射线，磁性和氧化还原性质。X射线晶体学分析表明，所有配合物均为单体，其铜（II）中心被酚盐氧和亚胺氮原子包围。因此，如在半乳糖氧化酶活性位点中所见，围绕铜原子的配位球是N 2 O 2。另外，所有配合物的几何构型为正方形平面或略微变形的正方形平面。除L 2 1 Cu是正交晶外，所有配合物的晶体系统均为单斜晶系。配合物磁化率的温度依赖性证实了配合物的单核结构。在循环伏安法实验过程中，Cu（II）配合物的氧化产生了相应的Cu（II）-苯氧基基团。

  DOI：

  10.1016/j.ica.2010.11.017
• 作为产物：
  描述：

  3,5-二叔丁基水杨醛 、 正丁胺 以 甲醇 为溶剂， 反应 16.0h， 生成 2,4-di-tert-butyl-6-((butylimino)methyl)phenol
  参考文献：
  名称：

  带有酰胺功能化亚氨基苯酚配体的钼配合物的双氧活化

  摘要：

  已经合成了两个在亚胺官能团上具有酰胺丙基侧链（HL2 和 HL3）的新型亚氨基苯酚配体，以制备具有侧链内部氢键供体的通用结构 [MoO2L2] 的二氧化钼 (VI) 配合物。出于比较的原因，研究中包括了先前发表的以正丁基侧链 (L1) 为特征的复合物。使用这些配体 (HL1-HL3) 获得的三种复合物 (1-3) 能够以原位方法激活分子氧：中间钼 (IV) 物质 [MoO(PMe3)L2] 首先通过用过量的PMe3。随后与双氧反应生成结构为 [MoO(O2)L2] 的氧化过氧化物复合物。对于使用带有正丁基侧链的配体的配合物，氧化钼 (IV) 膦基复合物 [MoO(PMe3)(L1)2] (4) 的分离是成功的，而使用带有酰胺丙基侧链的配体的相应 Mo(IV) 物种被发现不够稳定被隔离。系统地比较了结构 [MoO(O2)L2] (9-11) 的三种氧化过氧化物配合物，以评估内部氢键对几何形状

  DOI：

  10.3390/molecules24091814

文献信息

• Molybdenum(VI) Dioxo Complexes Employing Schiff Base Ligands with an Intramolecular Donor for Highly Selective Olefin Epoxidation
  作者：Martina E. Judmaier、Christof Holzer、Manuel Volpe、Nadia C. Mösch-Zanetti

  DOI：10.1021/ic301464w

  日期：2012.9.17

  Reaction of [MoO2(eta(2)-tBu(2)pz)(2)] with Schiff base ligands HLX (X = 1-5) gave molybdenum(VI) dioxo complexes of the type cis-[MoO2(L-X)(2)] as yellow to light brown solids in moderate to good yields. All ligands coordinate via its phenolic O atom and the imine N atom in a bidentate manner to the metal center. The third donor atom (R-2 = OMe or NMe2) in the side chain in complexes 1-4 is not involved in coordination and remains pendant. This was confirmed by X-ray diffraction analyses of complexes 1 and 3. Complexes 1, 3, and 5 exist as a mixture of two isomers in solution, whereas complexes 2 and 4 with sterically less demanding substituents on the aromatics only show one isomer in solution. All complexes are active catalysts in the epoxidation of various internal and terminal alkenes, and epoxides in moderate to good yields with high selectivities are obtained. In the challenging epoxidation of styrene, complexes 1 and 2 prove to be very active and selective. The selectivity seems to be influenced by the pendant donor arm, as complex 5 without additional donor in the side chain is less selective. Experiments prove that the addition of n-butyl methyl ether as intermolecular donor per se has no influence on the selectivity. The basic conditions induced by the NMe2 groups in complexes 3 and 4 lead to lower activity.
• Synthesis, spectroscopic and redox properties of a novel series of copper(II) complexes of N-alkyl-3,5--salicylaldimines. Generation of the directly coordinated Cu(II)–phenoxyl radical complexes
  作者：Veli T. Kasumov、Fevzi Köksal、Ali Sezer

  DOI：10.1016/j.poly.2005.04.003

  日期：2005.7

  A series of novel copper(II) complexes, X, with N-R-3,5-Bu-2'-salicylaldimines, derived from 3,5-Bu-2'-salicylaldehyde and alkyl-amines (RNH2) have been prepared and their spectroscopic (IR, UV-Vis, ESR), magnetic and redox reactivity are described. ESR spectral parameters and mu(eff) values suggest that complexes are magnetically diluted in the solid state. The CV of some X exhibits a dependence of Cu-II/Cu-I potentials on bulkiness R groups, but the ligand centered oxidation potentials are less influenced by the nature of R. In the chemical oxidation of X with 8-10-fold excess (NH4)(2)Ce(NO3)(6) in CHCl3 at 300 K, besides decreasing ESR signal of X, the appearance of a new broad lines centered at ca. g = 2.116-2.217 and radical signals (g = 2.0048 - 2.0086) assigned to new Cu-II centers and Cu(II)-phenoxyl radicals, respectively, were detected. UV-Vis spectra revealed new maxima at 630-790 nm for all oxidized X complexes and a very weak shoulder at ca. 800-830 nm for some of them. (c) 2005 Elsevier Ltd. All rights reserved.