1,1,3,3-tetrakis(salicylidene-3-iminopropyl)butylenediamine | 1028904-08-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1,1,3,3-tetrakis(salicylidene-3-iminopropyl)butylenediamine
• 英文别名: 2-[3-[4-[Bis[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]butyl-[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyliminomethyl]phenol
• CAS: 1028904-08-6
• 化学式: C₄₄H₅₆N₆O₄
• 分子量: 732.966
• InChiKey: ZFBOVTSMIYIGEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  54
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  137
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  双(乙腈)氯化钯(II) 、 1,1,3,3-tetrakis(salicylidene-3-iminopropyl)butylenediamine 以 乙腈 为溶剂， 反应 24.0h， 以83%的产率得到
  参考文献：
  名称：

  Phosphine-Free Tetradentate Salicylaldimine Ligand Complexed with Palladium: First Application in Heck Reactions

  摘要：

  Heck reactions were carried out using phosphine-free tetradentate salicylaldimine ligand complexed with PdCl2 under mild reaction conditions, short reaction time, and low palladium loading. All aryl iodides underwent coupling reactions with olefins, giving corresponding trans-products, with good to excellent yields, whereas aryl bromides gave very poor yields and aryl chlorides failed to react.

  DOI：

  10.1080/00397911.2014.941501
• 作为产物：
  描述：

  3,3',3'',3'''-(1,4-butanediyldinitrilo)tetrakispropanenitrile 在 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 甲苯 为溶剂， 20.0 ℃ 、689.49 kPa 条件下， 反应 8.0h， 生成 1,1,3,3-tetrakis(salicylidene-3-iminopropyl)butylenediamine
  参考文献：
  名称：

  Phosphine-Free Tetradentate Salicylaldimine Ligand Complexed with Palladium: First Application in Heck Reactions

  摘要：

  Heck reactions were carried out using phosphine-free tetradentate salicylaldimine ligand complexed with PdCl2 under mild reaction conditions, short reaction time, and low palladium loading. All aryl iodides underwent coupling reactions with olefins, giving corresponding trans-products, with good to excellent yields, whereas aryl bromides gave very poor yields and aryl chlorides failed to react.

  DOI：

  10.1080/00397911.2014.941501

文献信息

• Regulating the anticancer properties of organometallic dendrimers using pyridylferrocene entities: synthesis, cytotoxicity and DNA binding studies
  作者：Preshendren Govender、Tina Riedel、Paul J. Dyson、Gregory S. Smith

  DOI：10.1039/c6dt00849f

  日期：——

  A new series of eight first- and second-generation heterometallic ferrocenyl-derived metal–arene metallodendrimers, containing ruthenium(II)–p-cymene, ruthenium(II)–hexamethylbenzene, rhodium(III)–cyclopentadienyl or iridium(III)–cyclopentadienyl moieties have been prepared. The metallodendrimers were synthesized by first reacting DAB-(NH2)n (where n = 4 or 8, DAB = diaminobutane) with salicylaldehyde

  新的八种第一和第二代杂金属二茂铁基衍生的金属-芳烃金属树枝状化合物，包含钌（II）-对-异丙基，钌（II）-六甲基苯，铑（III）-环戊二烯基或铱（III）-环戊二烯基部分已经准备好了。首先通过使DAB-（NH 2）n（n = 4或8，DAB =二氨基丁烷）与水杨醛反应，然后再使席夫碱树状配体与适当的[[ η 6 - p -iPrC 6 ħ 4 Me）中的RuCl2 ] 2，[（η 6 -C 6我6）的RuCl 2 ] 2，[（η 5 -C 5我5）的IrCl 2 ] 2或[（η 5 -C 5我5）的RhCl 2 ] 2二聚体，在4-吡啶基二茂铁的存在下。杂金属双核类似物被制备为较大的金属树枝状大分子的模型。所有络合物均已使用分析和光谱法进行了表征。评估了异金属金属树枝状大分子及其双核类似物对A2780顺铂敏感和A2780cisR顺铂耐药的人卵巢癌细胞系以及对非致瘤性HEK-293人胚胎肾
• Neutral and cationic osmium(II)-arene metallodendrimers: Synthesis, characterisation and anticancer activity
  作者：Preshendren Govender、Fabio Edafe、Banothile C.E. Makhubela、Paul J. Dyson、Bruno Therrien、Gregory S. Smith

  DOI：10.1016/j.ica.2013.05.025

  日期：2014.1

  Two neutral and two cationic half-sandwich Os(II)-arene metallodendrimers, of general formula [DAB-PPI-(eta(6)-p-cym)Os((C7H5NO)-kappa(2)-N,O)Cl}(n)] and [DAB-PPI-(eta(6)-p-cym)Os((C6H5N2)-kappa(2)-N,N)Cl}(n)][PF6](n) (where n = 4 (G1) or 8 (G2)) have been synthesised. In addition, two cationic half-sandwich Os(II)-arene metallodendrimers, containing PTA (1,3,5-triaza-7-phosphatricyclo[3.3.1.1.]

  通式为[DAB-PPI-（eta（6）-p-cym）Os（（C7H5NO）-kappa（2）-N，O）的两个中性和两个阳离子半三明治Os（II）-芳烃金属树枝状大分子Cl}（n）]和[DAB-PPI-（eta（6）-p-cym）Os（（C6H5N2）-kappa（2）-N，N）Cl}（n）] [PF6]（n） （其中n = 4（G1）或8（G2））已合成。另外，两种阳离子半三明治Os（II）-芳烃金属树枝状大分子，均含有通式[DAB-PPI-（eta）的PTA（1,3,5-三氮杂-7-磷三环[3.3.1.1。]癸烷）还报道了（6）-对-cym）Os（（ ）-kappa（2）-N，O）PTA}（n）] [PF6]（n）。所有配合物均已使用分析（即HR-ESI或EI质谱和元素分析）和光谱（即H-1，C-13 H-1} NMR和红外）方法进行了表征。已经制备了模型单核类似物，并
• Antiproliferative activity of chelating N,O- and N,N-ruthenium(ii) arene functionalised poly(propyleneimine) dendrimer scaffolds
  作者：Preshendren Govender、Anna K. Renfrew、Catherine M. Clavel、Paul J. Dyson、Bruno Therrien、Gregory S. Smith

  DOI：10.1039/c0dt00761g

  日期：——

  Chelating neutral (N,O) and cationic (N,N) first- and second-generation ruthenium(II) arene metallodendrimers based on poly(propyleneimine) dendrimer scaffolds were obtained from dinuclear arene ruthenium precursors by reactions with salicylaldimine and iminopyridyl dendritic ligands, respectively. The N,N cationic complexes were isolated as hexafluorophosphate salts and were characterised by NMR and IR spectroscopy, and MALDI-TOF mass spectrometry. Related mononuclear complexes were obtained in a similar manner and their molecular structures have been determined by X-ray diffraction analysis. The cytotoxicities of the mono- and multinuclear complexes were established using A2780 and A2780cisR human ovarian carcinoma cancer cell lines.

  基于聚丙烯亚胺树状大分子的第一代和第二代钌(II)芳烃金属树状大分子，分别通过与水杨醛亚胺和亚胺吡啶树状配体的反应，从二核芳烃钌前体获得。N,N阳离子型配合物以六氟磷酸盐形式分离，并通过NMR和IR光谱以及MALDI-TOF质谱进行表征。相关单核配合物以类似方式获得，其分子结构通过X射线衍射分析确定。利用A2780和A2780cisR人类卵巢癌癌细胞系确定了单核和多核配合物的细胞毒性。
• Norbornene polymerization using multinuclear nickel catalysts based on a polypropyleneimine dendrimer scaffold
  作者：Rehana Malgas-Enus、Selwyn F. Mapolie、Gregory S. Smith

  DOI：10.1016/j.jorganchem.2008.03.029

  日期：2008.6

  multinuclear nickel complexes derived from generation 1 (G1) and generation 2 (G2) dendrimeric salicylaldimine ligands based poly(propyleneimine) dendrimer scaffolds of the type, DAB-(NH2)n (n = 4 or 8, DAB = diaminobutane) were evaluated as catalysts precursors in the polymerization of norbornene, using methylaluminoxane as co-catalyst. All four catalyst evaluated were found to be active for norbornene polymerization

  四种衍生自第1代（G1）和第2代（G2）树枝状水杨醛亚胺配体的多核镍络合物为DAB-（NH 2）n（n  = 4或8，DAB =二氨基丁烷）类型的聚（丙烯亚胺）树状聚合物支架。使用甲基铝氧烷作为助催化剂，在降冰片烯聚合中作为催化剂前体被评估。发现所评估的所有四种催化剂对于降冰片烯聚合均具有活性，从而得到具有中等至高分子量和低多分散指数的聚合物。聚合结果表明存在某种树状作用，因为催化剂活性似乎受树状聚合物生成的影响。
• Synthesis and characterization of dendritic salicylaldimine complexes of copper and cobalt and their use as catalyst precursors in the aerobic hydroxylation of phenol
  作者：S.F. Mapolie、J.L. van Wyk

  DOI：10.1016/j.ica.2012.09.006

  日期：2013.1

  A series of generation 1 (G1) and generation 2 (G2) salicylaldimine functionalized polypropylene imine dendrimers were used to prepare a range of new copper and cobalt metallodendrimers. These were found to be efficient catalysts in the aerobic hydroxylation of phenol using H2O2 and molecular oxygen as oxidants. The major products obtained were catechol and hydroquinone. The selectivity to these two products was greatly influenced by the nature of the metallodendrimer as well as by the pH of the reaction medium. (C) 2012 Elsevier B. V. All rights reserved.