triethyl 4,4',4''-(benzene-1,3,5-triyltris(azanediyl))tribenzoate | 681249-16-1

• 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: triethyl 4,4',4''-(benzene-1,3,5-triyltris(azanediyl))tribenzoate
• 英文别名: triethyl 4,4′,4″-(benzene-1,3,5-triyltris(azanediyl))-tribenzoate；Ethyl 4-[3,5-bis(4-ethoxycarbonylanilino)anilino]benzoate
• CAS: 681249-16-1
• 化学式: C₃₃H₃₃N₃O₆
• 分子量: 567.642
• InChiKey: ZIUPMDNRQOBIAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  triethyl 4,4',4''-(benzene-1,3,5-triyltris(azanediyl))tribenzoate 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以90%的产率得到4,4',4''-(benzene-1,3,5-triyltris(azanediyl))tribenzoic acid
  参考文献：
  名称：

  Two Series of Solvent-Dependent Lanthanide Coordination Polymers Demonstrating Tunable Luminescence and Catalysis Properties

  摘要：

  Two series of lanthanide-organic frameworks with the formulas [Ln(BTATB)(DMF)(2)(H2O)]center dot DMF center dot 2H(2)O (Ln = La (1a), Eu (2a), Tb (3a), Er (4a)) and [Ln(BTATB)(H2O)(2)]center dot 2DMA center dot 4H(2)O (Ln = Er (1b), Yb (2b), Lu (3b)), respectively, were solvothermally synthesized from 4,4',4 ''-(benzene-1,3,5-triyltris(azanediyl))tribenzoate (H(3)BTATB) and Ln(NO3)(3) under DMF or DMA media and characterized by thermogravimetric analyses, IR spectroscopy, X-ray powder diffraction, and single crystal X-ray diffraction. X-ray single-crystal diffraction analyses for these complexes revealed that series A features an interesting 2D interdigitated layer architecture with (6,3) topology. Series B exhibits a 2D bilayer structure. The luminescence properties were studied, and the results showed that complex 3a displayed strong fluorescent emission in the visible region, where the emission intensities of 3a are enhanced upon the addition of Zn2+, demonstrating Zn2+-modulated fluorescence. Yb(III) complex 2b emits typical near-infrared luminescence (983 nm) in DMF (lambda(ex) = 315 nm). The Knoevenagel condensation reaction (benzaldehyde and malononitrile or ethyl cyanoacetate in acetonitrile) was studied using 3a and 2b as catalysts. The results showed that the conversion rates of reactions catalyzed by 3a increased to 99 and 42%, respectively, whereas the reactions catalyzed by 2b exhibited lower conversion rates.

  DOI：

  10.1021/cg500286v
• 作为产物：
  描述：

  1,3,5-三溴苯 、 苯佐卡因 在 2-(二环己基膦)3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯 、 水 、 palladium diacetate 、 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以79%的产率得到triethyl 4,4',4''-(benzene-1,3,5-triyltris(azanediyl))tribenzoate
  参考文献：
  名称：

  Extension of the Pd-catalyzed C N bond forming reaction to the synthesis of large polydentate ligands containing N H functions

  摘要：

  The use of Pd(0) mediated C-N coupling reaction for the synthesis of large polydentate ligands functionalized with NH groups is described. The protocol has been applied to the synthesis of polycarboxylic ligands and polypyridyl ligands, starting from common aryl halides containing a central phenyl or biphenyl core as electrophiles. Different aromatic amines or isonicotinamide have been used as nucleophiles. In all cases the ligands have been isolated in high yields and purity. The products have been characterized by means of FTIR, H-1 NMR, C-13{H-1} NMR, EI-MS or CI-MS and elemental analysis. The X-ray structure of N, N'-(biphenyl-4,4'-diyl) diisonicotinamide has also been solved. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.06.029

文献信息

• Topology-guided design of an anionic <b>bor</b>-network for photocatalytic [Ru(bpy)₃]²⁺ encapsulation
  作者：Xuan Wang、Weigang Lu、Zhi-Yuan Gu、Zhangwen Wei、Hong-Cai Zhou

  DOI：10.1039/c5cc08614k

  日期：——

  An anionic metal–organic framework, PCN-99, has been synthesized through a topology-guided strategy; its underlying bor-net is realized by the use of a tetrahedral [In(COO)₄]⁻ node and a judiciously designed trigonal planar linker.

  经过拓扑引导策略合成了一种阴离子金属-有机框架PCN-99；其底层的“bor”-网格是通过使用四面体[In(COO)₄]离子和精心设计的三角平面连接物实现的。
• Extension of the Pd-catalyzed C N bond forming reaction to the synthesis of large polydentate ligands containing N H functions
  作者：Davide Balestri、Alessia Bacchi、Patrick Scilabra、Paolo Pelagatti

  DOI：10.1016/j.ica.2017.06.029

  日期：2018.1

  The use of Pd(0) mediated C-N coupling reaction for the synthesis of large polydentate ligands functionalized with NH groups is described. The protocol has been applied to the synthesis of polycarboxylic ligands and polypyridyl ligands, starting from common aryl halides containing a central phenyl or biphenyl core as electrophiles. Different aromatic amines or isonicotinamide have been used as nucleophiles. In all cases the ligands have been isolated in high yields and purity. The products have been characterized by means of FTIR, H-1 NMR, C-13H-1} NMR, EI-MS or CI-MS and elemental analysis. The X-ray structure of N, N'-(biphenyl-4,4'-diyl) diisonicotinamide has also been solved. (C) 2017 Elsevier B.V. All rights reserved.
• Two Series of Solvent-Dependent Lanthanide Coordination Polymers Demonstrating Tunable Luminescence and Catalysis Properties
  作者：Na Wei、Ming-Yang Zhang、Xiao-Nan Zhang、Guang-Ming Li、Xiang-Dong Zhang、Zheng-Bo Han

  DOI：10.1021/cg500286v

  日期：2014.6.4

  Two series of lanthanide-organic frameworks with the formulas [Ln(BTATB)(DMF)(2)(H2O)]center dot DMF center dot 2H(2)O (Ln = La (1a), Eu (2a), Tb (3a), Er (4a)) and [Ln(BTATB)(H2O)(2)]center dot 2DMA center dot 4H(2)O (Ln = Er (1b), Yb (2b), Lu (3b)), respectively, were solvothermally synthesized from 4,4',4 ''-(benzene-1,3,5-triyltris(azanediyl))tribenzoate (H(3)BTATB) and Ln(NO3)(3) under DMF or DMA media and characterized by thermogravimetric analyses, IR spectroscopy, X-ray powder diffraction, and single crystal X-ray diffraction. X-ray single-crystal diffraction analyses for these complexes revealed that series A features an interesting 2D interdigitated layer architecture with (6,3) topology. Series B exhibits a 2D bilayer structure. The luminescence properties were studied, and the results showed that complex 3a displayed strong fluorescent emission in the visible region, where the emission intensities of 3a are enhanced upon the addition of Zn2+, demonstrating Zn2+-modulated fluorescence. Yb(III) complex 2b emits typical near-infrared luminescence (983 nm) in DMF (lambda(ex) = 315 nm). The Knoevenagel condensation reaction (benzaldehyde and malononitrile or ethyl cyanoacetate in acetonitrile) was studied using 3a and 2b as catalysts. The results showed that the conversion rates of reactions catalyzed by 3a increased to 99 and 42%, respectively, whereas the reactions catalyzed by 2b exhibited lower conversion rates.