N-(2-methylpropanoyl)salicylhydrazide | 623926-30-7

• 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: N-(2-methylpropanoyl)salicylhydrazide
• 英文别名: N-isobutyrylsalicylhydrazidate；H3ibush；N'-Isobutyrylsalicylic hydrazide；2-hydroxy-N'-(2-methylpropanoyl)benzohydrazide
• CAS: 623926-30-7
• 化学式: C₁₁H₁₄N₂O₃
• mdl: MFCD00448233
• 分子量: 222.244
• InChiKey: JFPMTJOGFHGEET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 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-(2-methylpropanoyl)salicylhydrazide 、 水 、 manganese (II) acetate tetrahydrate 、 二甲基亚砜 以 甲醇 为溶剂， 以94%的产率得到[Mn(N-(2-methylpropanoyl)salicylhydrazide-3H)(dmso)]8*6dmso*5H2O
  参考文献：
  名称：

  Modulation of the Ring Size and Nuclearity of Metallamacrocycles via the Steric Effect of Ligands:  Preparation and Characterization of 18-Membered Hexanuclear, 24-Membered Octanuclear, and 30-Membered Decanuclear Manganese Metalladiazamacrocycles with α- and β-Branched N-Acylsalicylhydrazides

  摘要：

  Hexanuclear, octanuclear, and decanuclear manganese metalladiazamacrocycles have been prepared by reacting a series of pentaclentate ligands, N-acylsalicylhydrazides (N-(3-methylbutanoyl)salicylhydrazide (H(3)3-mbshz), N-(phenylacetyl)salicylhydrazide (H(3)pashz), N-(3,3-dimethylbutanoyl)salicylhydrazide (H(3)3-dmbshz), N-(2-methy(propanoyl)salicylhydrazide (H(3)2-mpshz), N-((R,S)-2-methylbutanoyl)salicylhydrazide (H3RS-2-mbshz), N-((S)-2-methylbutanoyl)salicylhydrazide (H3S-2-mbshz), and N-(2,2-dimethylpropanoyl)salicylhydrazide (H(3)2-dmpshz)), with manganese(ll) acetate tetrahydrate. The self-assembled, supramolecular complexes assume a nearly planar cyclic structure with an -(Mn-N-N)(n) backbone and measure similar to 2.1, similar to 2.3, and similar to 2.6 nm in outer diameters for n = 6, 8, and 10, respectively. The chiralities of the manganese centers on the metalladiazamacrocycle occur in alternating (...)Delta Delta Delta Delta(...) configurations. While beta-branched N-acylsalicylhydrazides (H(3)3-mbshz, H(3)pashz, H(3)3-dmbshz) with a sterically flexible C alpha. methylene group yield 18-membered hexanuclear manganese metalladiazamacrocycles of S-6 point group symmetry, alpha-branched N-acylsalicylhydrazides lead to 24-membered octanuclear manganese metalladiazamacrocycles or 30-membered decanuclear manganese metalladiazamacrocycles depending on the size of the N-acyl substituents. The alpha-branched H(3)2-mpshz ligand with the sterically least demanding isopropyl tail at the N-acyl position yields a 24-membered octanuclear manganese metalladiazamacrocycle of S-8 point group symmetry, but other a-branched N-acylsalicylhydrazides such as H3RS-2-mbshz, H3S-2-mbshz, and H32-dmpshz lead to 30-membered decanuclear manganese metalladiazamacrocycles of S-10 point group symmetry. The magnetic properties of the metalladiazamacrocycles are characterized by a weak antiferromagnetic exchange interaction, with J(eff) = -8.5 to -3.8 K between the Mn3+ ion spins with S = 2 in the cyclic system.

  DOI：

  10.1021/ic050891h

文献信息

• Synthesis, Structure, and Magnetism of a Ferric 24-Azametallacrown-8 Complex
  作者：Shen Lin、Shi-Xiong Liu、Zhong Chen、Bi-Zhou Lin、Song Gao

  DOI：10.1021/ic035145w

  日期：2004.4.1

  azametallacrown has no crystallographic centrosymmetry, while all the known metallacrowns and azametallacrowns with an even nuclear number have crystallographic centrosymmetry. The study of (1)H NMR spectra suggests that the title compound retains its metallacrown structure in solution at room temperature over a period of at least three months. There exists a strong antiferromagnetic exchange interaction

  一个新的五齿N-异丁酰基水杨酸肼盐配体（H（3）ibushz，C（11）H（14）N（2）O（3））和第一个24-azametallacrown-8，[Fe（8 ）（C（11）H（11）N（2）O（3））（8）（CH（3）OH）（8）]。0.5CH（2）Cl（2）.7.5CH（3）OH .3.5H（2）O，已有报道。八个Fe（III）离子和八个去质子化的ibushz（3）（-）配体基于MNNM链接构造一个平面的24元环。在24 azametallacrown-8环上的铁原子的手性在Lambda和Delta形式之间交替。标题八核氮杂金属氮杂原子没有晶体学的中心对称性，而所有已知的核数均等的金属氮杂和氮杂金属乳香体都具有晶体学的中心对称性。（1）H NMR谱的研究表明，标题化合物在室温下至少三个月内在溶液中保持其金属凹结构。铁顺磁性中心之间存在很强的反铁磁交换相互作用。