N-(3-t-butylbenzoyl)salicylhydrazide | 41697-20-5

• 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-(3-t-butylbenzoyl)salicylhydrazide
• 英文别名: N'-(4-tert-butylbenzoyl)-2-hydroxybenzohydrazide
• CAS: 41697-20-5
• 化学式: C₁₈H₂₀N₂O₃
• 分子量: 312.368
• InChiKey: RULCLGPWEYLOEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  吡啶 、 N-(3-t-butylbenzoyl)salicylhydrazide 、 水 、 nickel(II) acetate tetrahydrate 以 吡啶 、 甲醇 、 甲苯 为溶剂， 以82.7%的产率得到bis(N-(3-t-butylbenzoyl)salicylhydrazide)tetrakis(pyridine)trinickel(II) dihydrate
  参考文献：
  名称：

  Synthesis, characterization and bioactivity of four novel trinuclear copper(II) and nickel(II) complexes with pentadentate ligands derived from N-acylsalicylhydrazide

  摘要：

  Four novel trinuclear copper(II)/nickel(II) complexes with four trianionic pentadentate ligands, N-(3-t-butylbenzoyl)-5-nitro-salicylhydrazide (H(3)3-t-bbznshz), N-(3,5-dimethylbenzoyl)salicylhydrazide (H(3)3,5-dmbzshz), N-(phenylacetyl)-5-bromosalicylhydrazide (H(3)pabshz) and N-(3-t-butylbenzoyl)salicylhydrazide (H(3)3-t-bbzshz) have been synthesized and characterized by X-ray crystallography. These trinuclear compounds all have an M-N-N-M-N-N-M core formed by three metal ions and two ligands. The geometries of three Cu(II) ions in compound Cu-3(3-t-bbznshz)(2)(H2O)(DMF)(py)(2) center dot DMF (1) alternate between distorted square pyramidal and square planar, while in compound Cu-3(3,5-dmbzshz)(2)(py)(2) (2), they are all square planar. Three Ni(II) ions in compound Ni-3(pabshz)(2)(DMF)(2)(py)(2) (3) and Ni-3(3-t-bbzshz)(2)(py)(4) center dot 2H(2)O (4) follow square-planar/octahedral/square-planar coordination geometry. Compounds 1, 2 and 4 are bent trinuclear, with the bend angles of 156.4 degrees, 141.49 degrees and 127.1 degrees, respectively, while the three nickel ions in compound 3 are strictly linear, with an angle of 180 degrees. Studies on the trinuclear Ni(II) complexes show that the beta-branched N-acylsalicylhydrazide ligands with sterically flexible C alpha methylene groups are easier to yield linear trinuclear Ni(II) complexes, while alpha-branched N-acylsalicylhydrazides ligands tend to form bent trinuclear Ni(II) complexes. Antibacterial screening data indicate that the trinuclear Cu(II) compound 2 is more active than 1 and mononuclear Cu(II) compound, bent trinuclear Ni(II) compound 4 is more active than linear compound 3 and less active than tetranuclear nickel compound in the previous study. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.11.030

文献信息

• US3994987A
  申请人：——

  公开号：US3994987A

  公开（公告）日：1976-11-30
• US4077948A
  申请人：——

  公开号：US4077948A

  公开（公告）日：1978-03-07
• US4306930A
  申请人：——

  公开号：US4306930A

  公开（公告）日：1981-12-22
• Synthesis, characterization and bioactivity of four novel trinuclear copper(II) and nickel(II) complexes with pentadentate ligands derived from N-acylsalicylhydrazide
  作者：Wei Luo、Xiang-Gao Meng、Jiang-Feng Xiang、Yun Duan、Gong-Zhen Cheng、Zhen-Ping Ji

  DOI：10.1016/j.ica.2007.11.030

  日期：2008.6

  Four novel trinuclear copper(II)/nickel(II) complexes with four trianionic pentadentate ligands, N-(3-t-butylbenzoyl)-5-nitro-salicylhydrazide (H(3)3-t-bbznshz), N-(3,5-dimethylbenzoyl)salicylhydrazide (H(3)3,5-dmbzshz), N-(phenylacetyl)-5-bromosalicylhydrazide (H(3)pabshz) and N-(3-t-butylbenzoyl)salicylhydrazide (H(3)3-t-bbzshz) have been synthesized and characterized by X-ray crystallography. These trinuclear compounds all have an M-N-N-M-N-N-M core formed by three metal ions and two ligands. The geometries of three Cu(II) ions in compound Cu-3(3-t-bbznshz)(2)(H2O)(DMF)(py)(2) center dot DMF (1) alternate between distorted square pyramidal and square planar, while in compound Cu-3(3,5-dmbzshz)(2)(py)(2) (2), they are all square planar. Three Ni(II) ions in compound Ni-3(pabshz)(2)(DMF)(2)(py)(2) (3) and Ni-3(3-t-bbzshz)(2)(py)(4) center dot 2H(2)O (4) follow square-planar/octahedral/square-planar coordination geometry. Compounds 1, 2 and 4 are bent trinuclear, with the bend angles of 156.4 degrees, 141.49 degrees and 127.1 degrees, respectively, while the three nickel ions in compound 3 are strictly linear, with an angle of 180 degrees. Studies on the trinuclear Ni(II) complexes show that the beta-branched N-acylsalicylhydrazide ligands with sterically flexible C alpha methylene groups are easier to yield linear trinuclear Ni(II) complexes, while alpha-branched N-acylsalicylhydrazides ligands tend to form bent trinuclear Ni(II) complexes. Antibacterial screening data indicate that the trinuclear Cu(II) compound 2 is more active than 1 and mononuclear Cu(II) compound, bent trinuclear Ni(II) compound 4 is more active than linear compound 3 and less active than tetranuclear nickel compound in the previous study. (C) 2007 Elsevier B.V. All rights reserved.