N-propionylsalicylhydrazide | 314287-85-9

• 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-propionylsalicylhydrazide
• 英文别名: 2-hydroxy-N'-propionylbenzohydrazide；2-hydroxy-N'-propanoylbenzohydrazide
• CAS: 314287-85-9
• 化学式: C₁₀H₁₂N₂O₃
• mdl: MFCD10048119
• 分子量: 208.217
• InChiKey: DXTBBELJZACUHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-propionylsalicylhydrazide 、 cobalt(II) diacetate tetrahydrate 以 甲醇 为溶剂， 以84.4%的产率得到
  参考文献：
  名称：

  A series of nanometer-sized hexanuclear Co-, Fe-, and Ga-metallamacrocycles

  摘要：

  In this study, we expanded a manganese ion in metallamacrocycles to the other octahedral transition metal ions with +3 oxidation states. A series of nanometer-sized hexanuclear cobalt-, iron-, and gallium-metallamacrocycles were synthesized using pentadentate ligands ((N-acylsalicylhydrazides (H(3)xshz) (N-formylsalicylhydrazide, H(3)fshz; N-acetylsalicylhydrazide, H(3)ashz; N-propionylsalicylhydrazide, H(3)pshz; N-hexanoylsalicylhydrazide, H(3)hshz; N-lauroylsalicylhydrazide, H(3)lshz). The triple-deprotonated N-acylsalicylhydrazidate (xshz(3-)) bridged the metal ions using a hydrazide N-N group and formed the hexanuclear metallamacrocycles. All hexanuclear metallamacrocycles with various kinds of metal ions and a series of pentadentate ligands are isostructural. The formation of the hexanuclear metallamacrocycles is unaffected not only by the introduction of alkyl side chains in the pentadentate ligands, but also by substituting the manganese ion with other octahedral transition metal ions such as cobalt, iron and gallium. The presence of a replaceable solvent site in the metal center indicates that the hexanuclear metallamacrocycles could be used as secondary building units for the synthesis of open frameworks with various active metal sites. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(01)00361-9
• 作为产物：
  描述：

  丙酸 、 水杨酰肼 在 苯甲酰氯 、 三乙胺 作用下， 以 氯仿 为溶剂， 以27.2%的产率得到N-propionylsalicylhydrazide
  参考文献：
  名称：

  Four novel nanometer-sized cobalt azametallacrown complexes

  摘要：

  合成了四种纳米级钴亚金属冠 [Co6(C8H6N3O3)6(CH3OH)6]·10CH3OH·2H2O (1)、[Co6(C8H5N2O3)6(CH3OH)6]·5CH3OH·0.5H2O (2)、[Co6(C9H7N2O3)6(CH3OH)6]·6CH3OH (3) 和 [Co6(C10H9N2O3)6(CH3OH)6]·7CH3OH·2H2O (4)，通过钴离子与N取代水杨肼配体的自组装反应合成。四种亚金属冠中的钴原子呈螺旋桨配置，钴原子的手性在Λ和Δ形式之间交替。在1中，“宿主”腔体内有两个包裹的甲醇溶剂分子，而在2至4中，亚金属冠的“宿主”腔体内没有客体分子。

  DOI：

  10.1039/b109517j

文献信息

• Hexanuclear manganese metallamacrocycles with tripled hydrophobic tails
  作者：Byunghoon Kwak、Hakjune Rhee、Myoung Soo Lah

  DOI：10.1016/s0277-5387(00)00499-x

  日期：2000.9

  ]( 3a), one ethyl side chain of the ligands is located inside the hole. In complexes [Mn6(hshz)6(DMF)6 ]( 4) and [Mn6(lshz)6(MeOH)6 ]( 5), three alternating long alkyl side chains aligned at an approximately right angle to the plane of the metallamacrocycle in one direction, while the other three alkyl side chains aligned in the opposite direction. The stability of the metallamacrocycles in the solution

  使用N-酰基水杨酰肼（H3xshz）（其中H3xshzH3ashz，N-乙酰水杨酰肼; H3pshz，N-丙酰基水杨酰肼; H3hshz，N-己基水杨酰肼基，N-己基水杨酰肼基;金属离子。三重去质子化的N-酰基水杨酸酰肼基酸盐（xshz 3）可通过使用酰肼NN基团桥接金属离子，并形成在中心带有孔的六核锰金属镧系化合物。根据所使用的配体，在金属lamcrocrocycles的两个手性面上连接不同长度的三重疏水尾。在配合物[Mn 6（ashz）6（DMF）6]（2）中，孔的两侧被配体的三个甲基封闭。在复合物[Mn6（pshz）6（DMF）6]（3a）中，配体的一个乙基侧链位于孔内。在配合物[Mn6（hshz）6（DMF）6]（4）和[Mn6（lshz）6（MeOH）6]（5）中，三个交替的长烷基侧链与金属环的平面近似直角排列在一个方向上排列，而其他三个烷基侧链在相反方向排列。使用1 H NMR
• Size and Shape Selectivity of Host Networks Built Based on Tunable Secondary Building Units
  作者：Dohyun Moon、Myoung Soo Lah

  DOI：10.1021/ic0486872

  日期：2005.3.21

  By modulating the secondary building units derived from the primary building units, N-acylsalicylhydrazides (H-3-xshz), we have been able to construct isostructural but tunable host networks, [Mn-6(xshZ)(6)(dmf)(2)(bpea)(2)], with different cavity sizes and shapes where the secondary building units, [Mn-6(xshz)(6)], were linked through exo-bidentate bridging ligand, 1,2-bis(pyridyl)ethane (bpea) to form 3-D networks. With a short length linear N-acyl side chain at the primary building unit, the host networks have a 3-D network with three-dimensional cavities. With an appropriate length linear N-acyl side chain at the primary building unit, the host network keeps the isostructural 3-D network but with two types of one-dimensional channels of reduced cavity volume. The tuned host networks showed not only size selectivity for the guest molecules but also shape selectivity. While the three-dimensional channeled host showed selectivity depending on the length of the podal guests, the one-dimensional channeled host showed selectivity depending on both the length and/or the podality of the guest molecules.
• Four novel nanometer-sized cobalt azametallacrown complexes
  作者：Shen Lin、Shi-Xiong Liu、Jian-Quan Huang、Chi-Chang Lin

  DOI：10.1039/b109517j

  日期：——

  Four nanometer-sized cobalt azametallacrowns, [Co6(C8H6N3O3)6(CH3OH)6]·10CH3OH·2H2O (1), [Co6(C8H5N2O3)6(CH3OH)6]·5CH3OH·0.5H2O (2), [Co6(C9H7N2O3)6(CH3OH)6]·6CH3OH (3), and [Co6(C10H9N2O3)6(CH3OH)6]·7CH3OH·2H2O (4) have been synthesized by the self-assembly reaction of cobalt ions with N-substituted salicylhydrazide ligands. The cobalt atoms in the four azametallacrowns adopt a propeller configuration. The chiralities of the cobalt atoms alternate between the Λ and Δ forms. In 1, there are two encapsulated methanol solvent molecules in the ‘host’ cavity of the azametallacrown molecule, whereas in 2–4 there are no guest molecules in the ‘host’ cavities of the azametallacrowns.

  合成了四种纳米级钴亚金属冠 [Co6(C8H6N3O3)6(CH3OH)6]·10CH3OH·2H2O (1)、[Co6(C8H5N2O3)6(CH3OH)6]·5CH3OH·0.5H2O (2)、[Co6(C9H7N2O3)6(CH3OH)6]·6CH3OH (3) 和 [Co6(C10H9N2O3)6(CH3OH)6]·7CH3OH·2H2O (4)，通过钴离子与N取代水杨肼配体的自组装反应合成。四种亚金属冠中的钴原子呈螺旋桨配置，钴原子的手性在Λ和Δ形式之间交替。在1中，“宿主”腔体内有两个包裹的甲醇溶剂分子，而在2至4中，亚金属冠的“宿主”腔体内没有客体分子。
• A series of nanometer-sized hexanuclear Co-, Fe-, and Ga-metallamacrocycles
  作者：Inhoe Kim、Byunghoon Kwak、Myoung Soo Lah

  DOI：10.1016/s0020-1693(01)00361-9

  日期：2001.5

  In this study, we expanded a manganese ion in metallamacrocycles to the other octahedral transition metal ions with +3 oxidation states. A series of nanometer-sized hexanuclear cobalt-, iron-, and gallium-metallamacrocycles were synthesized using pentadentate ligands ((N-acylsalicylhydrazides (H(3)xshz) (N-formylsalicylhydrazide, H(3)fshz; N-acetylsalicylhydrazide, H(3)ashz; N-propionylsalicylhydrazide, H(3)pshz; N-hexanoylsalicylhydrazide, H(3)hshz; N-lauroylsalicylhydrazide, H(3)lshz). The triple-deprotonated N-acylsalicylhydrazidate (xshz(3-)) bridged the metal ions using a hydrazide N-N group and formed the hexanuclear metallamacrocycles. All hexanuclear metallamacrocycles with various kinds of metal ions and a series of pentadentate ligands are isostructural. The formation of the hexanuclear metallamacrocycles is unaffected not only by the introduction of alkyl side chains in the pentadentate ligands, but also by substituting the manganese ion with other octahedral transition metal ions such as cobalt, iron and gallium. The presence of a replaceable solvent site in the metal center indicates that the hexanuclear metallamacrocycles could be used as secondary building units for the synthesis of open frameworks with various active metal sites. (C) 2001 Elsevier Science B.V. All rights reserved.