N,N'-bis(3,5-di-tert-butylsalicylidene)-1,4-diaminobutane | 193672-83-2

• 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: N,N'-bis(3,5-di-tert-butylsalicylidene)-1,4-diaminobutane
• 英文别名: N,N'-bis(3,5-di-t-butylsalicylidene)-1,4-diaminobutane；N,N-butylenebis(3,5-di-tert-butylsalicylideneimine)；6,6'-[Tetramethylenebis(iminomethyl)]bis(2,4-di-t-butylphenol)；2,4-ditert-butyl-6-[4-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol
• CAS: 193672-83-2
• 化学式: C₃₄H₅₂N₂O₂
• 分子量: 520.799
• InChiKey: WVWIMOWUOXRTKL-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C
• 沸点：
  591.1±50.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  硼酸三甲酯 、 N,N'-bis(3,5-di-tert-butylsalicylidene)-1,4-diaminobutane 以 甲苯 为溶剂， 以51%的产率得到(N,N'-butylenebis(3,5-di-tert-butyl(2-O)benzylidenimine)[B(OCH3)2]2
  参考文献：
  名称：

  Wei, Pingrong; Atwood, David A., Inorganic Chemistry, 1997, vol. 36, # 18, p. 4060 - 4065

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二叔丁基水杨醛 、 四亚甲基二胺 以 乙醇 为溶剂， 生成 N,N'-bis(3,5-di-tert-butylsalicylidene)-1,4-diaminobutane
  参考文献：
  名称：

  [(salen)Fe]2(μ-O)与HBpin的络合反应性及其催化意义

  摘要：

  我们报告了对炔环三聚过程中预催化剂活化方法的详细研究。在这些研究中，我们制备了一系列同系 Fe(III)-μ-oxo(salen) 配合物，并使用了一系列技术，包括 UV-vis、反应监测研究、单晶 X 射线衍射、NMR 光谱和 LIFDI 质谱光谱分析为循环铁催化剂的性质提供实验证据。这些数据推断配体还原的可能性，产生铁（萨兰）-硼基络合物作为关键的循环中间体。我们使用 DFT 研究来探究自旋态，并将其与实验确定的抗磁性和顺磁性物质联系起来。萨兰系统的极端构象灵活性似乎与可能的循环物种的结晶相关的挑战有关。

  DOI：

  10.1021/acscatal.3c02898

文献信息

• Synthesis and structures of bimetallic and polymeric zinc coordination compounds supported by salicylaldiminato and anilido–aldimine ligands
  作者：David J. Doyle、Vernon C. Gibson、Andrew J. P. White

  DOI：10.1039/b615080b

  日期：——

  (1b-3b) or anilido-aldimine (4c-5c) ligand frameworks, in which the metal centres are separated by aliphatic spacer groups containing 3-6 methylene units, were targeted. X-Ray analysis of salicylaldiminato derivative 2b, with a 4 carbon spacer group, revealed a coordination polymer in the solid state where each zinc centre is ligated by two salicylaldiminato ligands. Contrastingly, the structure of the

  靶向一系列带有水杨基铝亚氨基（1b-3b）或苯胺基-铝二胺（4c-5c）配体骨架的双金属锌络合物，其中金属中心被含有3-6个亚甲基单元的脂族间隔基隔开。具有4个碳间隔基的水杨基铝亚胺衍生物2b的X射线分析显示，固态的配位聚合物，其中每个锌中心被两个水杨基铝亚胺基配体连接。相反，发现具有3个碳亚甲基间隔基的苯胺-醛亚胺络合物4c的结构是离散的双金属络合物。这些差异归因于苯胺给体与苯氧基给体的空间保护不同，后者更容易促进金属中心之间的桥接。
• Synthesis, spectroscopic characterization and reactivity studies of oxovanadium(IV) complexes with bulky N,N′-polymethylenebis(3,5-tBu2salicylaldimine) ligands
  作者：Veli T. Kasumov、F. Köksal、M. Aslanoglu、Y. Yerli

  DOI：10.1016/j.saa.2010.06.040

  日期：2010.10

  A series of new sterically hindered N,N'-polymethylenebis(3,5-(t)Bu(2)salicylaldimine) ligands (H(2)L(x)) VO(IV) complexes, [VO(2-O-3,5-(t)Bu(2)C(6)H(2))CHN-R-NCH-(3,5-(t)Bu(2)-C(6)H(2)O-2)] (X), where R=-(CH(2))(3)- (3), -(CH(2))(4)- (4), -(CH(2))(5)- (5), -(CH(2))(6)- (6) and -CH(2)C(CH(3))(2)CH(2)- (7) and early reported -(CH(2))(2)- (1) and -CH(2)CH(CH(3))- (2), has been synthesized and characterized

  一系列新的空间位阻N，N'-多亚甲基双（3,5-（t）Bu（2）水杨醛亚胺）配体（H（2）L（x））VO（IV）络合物，[VO （2-O -3,5-（t）Bu（2）C（6）H（2））CHN-R-NCH-（3,5-（t）Bu（2）-C（6）H（2）O- 2）]（X），其中R =-（CH（2））（3）-（3），-（CH（2））（4）-（4），-（CH（2））（5） -（5），-（CH（2））（6）-（6）和-CH（2）C（CH（3））（2）CH（2）-（7）和早期报告的-（CH（ 2））（2）-（1）和-CH（2）CH（CH（3））-（2）已合成并通过光谱表征（IR，UV / vis，（1）H NMR，EPR） ，电化学和磁化率测量。配合物1-7描述为三角扭曲的金字塔。不管VO（IV）的几何形状从方锥变到三角变形锥，所有七个化合物都给出几乎相同的平行超细偶合常数（A（z））。1-7当量的Ce
• Six-coordinate aluminium cations: characterization, catalysis, and theory
  作者：Miguel-Angel Munoz-Hernandez、Michael L. McKee、Timothy S. Keizer、Burl C. Yearwood、David A. Atwood

  DOI：10.1039/b106003c

  日期：2002.1.23

  The new thf supported cations, [Salen(tBu)Al(thf)2]+ (2), [Salpen(tBu)Al(thf)2]+ (3), [Salben(tBu)Al(thf)2]+ (4) [Salophen(tBu)Al(thf)2]+ (5) and [Salomphen(tBu)Al(thf)2]+ (6), with BPh4− as the counter anion, have been prepared from salt elimination reactions with the respective Salen(tBu)AlCl reagent, including one that is new, Salben(tBu)AlCl (1). The cations were observed to polymerize propylene oxide. Based upon the results of experimental and theoretical work the mechanism appears to be one in which a carbocation is the propagating species although the PDI values are remarkably low, ≈1.2 in some cases. All of the potential catalysts were characterized spectroscopically and, in the case of 3, by X-ray crystallography.

  新的 thf 支持的阳离子，[Salen(tBu)Al(thf)2]+ (2)、[Salpen(tBu)Al(thf)2]+ (3)、[Salben(tBu)Al(thf)2]+ (4) [Salophen(tBu)Al(thf)2]+ (5) 和 [Salomphen(tBu)Al(thf)2]+ (6)，以 BPh4− 作为抗衡阴离子，通过盐消除反应制备使用相应的 Salen(tBu)AlCl 试剂，包括一种新试剂 Salben(tBu)AlCl (1)。观察到阳离子聚合环氧丙烷。根据实验和理论工作的结果，该机制似乎是 其中碳正离子是繁殖物种，尽管 PDI 值非常低，在某些情况下约为 1.2。所有潜在的催化剂都通过光谱学进行了表征，对于 3，还通过 X 射线晶体学进行了表征。
• Electron and energy-transfer reactions of with copper-phenolates
  作者：Adrienne M. Carver、Michael J. Knapp

  DOI：10.1016/j.poly.2008.07.016

  日期：2008.10

  Covalently-modified tyrosines are found as cofactors in enzymes such as galactose oxidase and the copper-dependent amine oxidases. In these cases, cofactor formation has been proposed to occur via oxidation of a copper-tyrosine precursor, making electron transfer chemistry in copper-phenolates a key to cofactor biogenesis. Our work was motivated by a desire to understand the ET reactivity of simple metal coordinated phenolate model complexes. Copper and zinc complexes of phenolate ligands were prepared, and their electron and energy-transfer reactivity toward Ru(R(2)bpy)(3)(2+)*(/3+) studied to test the electron-transfer reactivity of metal-coordinated phenolates. M(salxn) (M = Cu2+ Zn2+; salxn = salen, N,N'-disalicylidene-1,2-ethylenediamine; salpen, N,N'-disalicylidene-1,3-propylenediamine; salben, N,N'-disalicylidene-1,4-butylenediamine: salophen, N,N'-disalicylidene-o-phenylenediamine) were synthesized along with the more easily oxidized complexes Cu(bppa) (Hbppa, bis-pyridyl phenolamine) and Cu(icoph) (H(2)icoph, bis-iminocatechol o-phenylenediamine). Zn(salophen) and Cu(salophen) were oxidized by Ru(bpy)(3)(3+), indicating that electron transfer was thermodynamically favorable. Cu(salxn) complexes were observed to be efficient energy-transfer quenchers of Ru(bpy)(3)(2+)*; in contrast, Cu(bppa) and Cu(icoph) quenched Ru(bpy)3(2+)* by electron transfer, with observed reorganization energy lambda = 22 kcal/mol. The large self-exchange reorganization energy calculated for the Cu-coordinated phenolates suggest that the CAO and GalOx cofactors may be poor 1e(-) redox centers, with very slow rates for cofactor biogenesis. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis, spectroscopy and electrochemical behaviors of nickel(II) complexes with tetradentate shiff bases derived from 3,5--salicylaldehyde
  作者：Veli T. Kasumov、Şeniz Özalp-Yaman、Eşref Taş

  DOI：10.1016/j.saa.2005.02.041

  日期：2005.11

  Nickel(II) complexes of a series of N,N'-polymethylenebis(3,5-Bu'(2)-salicylaidimine) ligands containing 2,4-di-Bu'(2)-phenol arms, NiLx, were synthesized and their spectroscopic and redox properties were examined. The UV-vis, H-1 NMR spectroscopic and magnetic results indicate that complexes NiL1-NiL4 unlike NiL5 and NiL6 have a square-planar structure in the solid state and in solution. Cyclic voltammograms of NiLx (x= 1-4) complexes displayed two-step oxidation processes. The first oxidation peak potentials of all Ni(II) complexes corresponds to the reversible one-electron oxidation process of the metal center, yielding Ni(III) species. The second oxidation peak of the complexes was assigned as the ligand based oxidation generating a coordinated phenoxyl radical species. (c) 2005 Elsevier B.V. All rights reserved.