DAB-dendr-(NCHC5NH4)8 | 757238-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: DAB-dendr-(NCHC5NH4)8
• 英文别名: N,N,N',N'-tetrakis[3-[bis[3-(pyridin-2-ylmethylideneamino)propyl]amino]propyl]butane-1,4-diamine
• CAS: 757238-67-8
• 化学式: C₈₈H₁₂₀N₂₂
• 分子量: 1486.07
• InChiKey: JAHWQRFXPFASTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  110
• 可旋转键数：
  61
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  221
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  dibromo(1,2-dimethoxyethane)nickel(II) 、 DAB-dendr-(NCHC5NH4)8 以 乙醇 为溶剂， 反应 24.0h， 以80%的产率得到
  参考文献：
  名称：

  Nickel metallodendrimers as catalyst precursors in the tandem oligomerization of ethylene and Friedel–Crafts alkylation of its olefinic products

  摘要：

  The synthesis and catalytic activity of nickel metallodendrimers (C1-C6) are reported. The metallodendrimers were synthesized by the coordination of the metal precursors, Ni(OAc)(2) and Ni(DME)Br-2, to the periphery of salicylaldimine and iminopyridyl modified dendritic ligands, DL1-DL6, based on the generation 1 to generation 3 diaminobutane polypropylene imine (DAB-PPI) dendrimers. The metallodendrimers were tested in the oligomerization of ethylene and were found to be active catalysts. When using this catalyst system, it was found that a tandem process occurred in which ethylene oligomerization was followed by Friedel-Crafts alkylation of the reaction solvent, toluene. The latter process is mediated by the aluminium co-catalyst, EtAlCl2. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.06.016
• 作为产物：
  描述：

  吡啶-2-甲醛 、 4,17-二(3-氨基丙基)-8,13-二(3-(二(3-氨基丙基)氨基)丙基)-4,8,13,17-四氮杂二十烷-1,20-二胺 在 magnesium sulfate 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 72.0h， 生成 DAB-dendr-(NCHC5NH4)8
  参考文献：
  名称：

  单核和树枝状阳离子CuI亚氨基吡啶连接的配合物在芳基碘化物羟化反应中的合成，表征和催化应用

  摘要：

  一系列单核的（C1 - C4）和树突状G1（DC1 - DC4）和G2（DC5 - DC8）阳离子的Cu我亚氨基吡啶配合物的通式[铜{（R-C 5 H ^ 3 N）CH = N（Ñ PR）-κ 2 - ñ，ñ } 2 ] [BF 4 ]（C1：R = 6-ME; C2：R = H; C3：R = 6-溴; C4：R = C ^ 4 ħ 3）和[ DAB‐G x ‐ PPI‐（Cu {（RC 5H 3 N）‐κ 2 ‐ N，N } y）z ] [BF 4 ] n [DAB：1,4-二氨基丁烷; PPI：聚（丙烯亚胺）；对于G1：x = 1，y = 4，z = 2，n = 2; 对于G2：x = 2，y = 8，z = 4，n = 4; DC1 / DC5：R = 6-Me; DC2 / DC6：R = H；DC3 / DC7：R = 6-溴; DC4 / DC8：R = C已经制备了4 H 3

  DOI：

  10.1002/ejic.201600417

文献信息

• 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。
• Neutral and cationic multinuclear half-sandwich rhodium and iridium complexes coordinated to poly(propyleneimine) dendritic scaffolds: Synthesis and cytotoxicity
  作者：Richard Payne、Preshendren Govender、Bruno Therrien、Catherine M. Clavel、Paul J. Dyson、Gregory S. Smith

  DOI：10.1016/j.jorganchem.2013.01.009

  日期：2013.4

  The development of multinuclear pentamethylcyclopentadienyl (Cp*) rhodium and iridium complexes from first- and second-generation 2-iminopyridyl and salicylaldimine based poly(propyleneimine) dendrimer scaffolds of the type, DAB-(NH2)(n) (n = 4 or 8, DAB = diaminobutane) has been accomplished. Eight compounds were synthesised, viz. (Cp*MCl)(4)G(n) (1-8), by first reacting DAB-(NH2)(n) with either 2-pyridinecarboxaldehyde or salicylaldehyde and subsequently metallating the Schiff-base dendrimers with [Cp*MCl2](2) (where M = Rh, Ir). Related mononuclear complexes [Cp*MCl(L)] (L = iminopyridyl or salicylaldimine) (9-12) were obtained in a similar manner. The molecular structures of 9-12 have been determined by single-crystal X-ray diffraction analysis and the in vitro anticancer activities of 1-12 were evaluated against the A2780 and A2780cisR human ovarian carcinoma cell lines. (C) 2013 Elsevier B.V. All rights reserved.
• Iminopyridyl-palladium dendritic catalyst precursors: evaluation in Heck reactions
  作者：Gregory S. Smith、Selwyn F. Mapolie

  DOI：10.1016/j.molcata.2003.12.010

  日期：2004.5

  Poly(propyleneimine)-iminopyridyl-palladium dendrimers, bearing palladium moieties on the periphery, were found to be effective catalyst precursors for Heck coupling. The dendritic complexes achieved high conversions in the reaction of iodobenzene with methyl acrylate, styrene and 1-octene. Reactions with electron-deficient olefins yield mainly beta-arylated products, whilst electron-rich olefins, yield a mixture of arylated products (beta, alpha), cis/trans isomers and beta,beta-disubstituted compounds. Generally, the metallodendrimer leads to higher conversions and the reactions proceed at a faster reaction rate, when compared to reactions using an analogous mononuclear palladium complex or the palladium salt, PdCl2 (C) 2004 Elsevier B.V. All rights reserved.
• Nickel metallodendrimers as catalyst precursors in the tandem oligomerization of ethylene and Friedel–Crafts alkylation of its olefinic products
  作者：Rehana Malgas-Enus、Selwyn F. Mapolie

  DOI：10.1016/j.ica.2013.06.016

  日期：2014.1

  The synthesis and catalytic activity of nickel metallodendrimers (C1-C6) are reported. The metallodendrimers were synthesized by the coordination of the metal precursors, Ni(OAc)(2) and Ni(DME)Br-2, to the periphery of salicylaldimine and iminopyridyl modified dendritic ligands, DL1-DL6, based on the generation 1 to generation 3 diaminobutane polypropylene imine (DAB-PPI) dendrimers. The metallodendrimers were tested in the oligomerization of ethylene and were found to be active catalysts. When using this catalyst system, it was found that a tandem process occurred in which ethylene oligomerization was followed by Friedel-Crafts alkylation of the reaction solvent, toluene. The latter process is mediated by the aluminium co-catalyst, EtAlCl2. (C) 2013 Elsevier B. V. All rights reserved.
• Synthesis, Characterization, and Catalytic Application of Mononuclear and Dendritic Cationic Cu ^I Iminopyridine‐Ligated Complexes in Aryl Iodide Hydroxylation
  作者：Nomvano Mketo、Johan H. L. Jordaan、Anine Jordaan、Andrew J. Swarts、Selwyn F. Mapolie

  DOI：10.1002/ejic.201600417

  日期：2016.8

  iminopyridine complexes of the general formula [Cu(R‐C5H3N)CH=N(nPr)‐κ2‐N,N}2][BF4] (C1: R = 6‐Me; C2: R = H; C3: R = 6‐Br; C4: R = C4H3) and [DAB‐Gx‐PPI‐(Cu(R‐C5H3N)‐κ2‐N,N}y)z][BF4]n [DAB: 1,4‐diaminobutane; PPI: poly(propyleneimine); for G1: x = 1, y = 4, z = 2, n = 2; for G2: x = 2, y = 8, z = 4, n = 4; DC1/DC5: R = 6‐Me; DC2/DC6: R = H; DC3/DC7: R = 6‐Br; DC4/DC8: R = C4H3] have been prepared and characterized

  一系列单核的（C1 - C4）和树突状G1（DC1 - DC4）和G2（DC5 - DC8）阳离子的Cu我亚氨基吡啶配合物的通式[铜（R-C 5 H ^ 3 N）CH = N（Ñ PR）-κ 2 - ñ，ñ } 2 ] [BF 4 ]（C1：R = 6-ME; C2：R = H; C3：R = 6-溴; C4：R = C ^ 4 ħ 3）和[ DAB‐G x ‐ PPI‐（Cu （RC 5H 3 N）‐κ 2 ‐ N，N } y）z ] [BF 4 ] n [DAB：1,4-二氨基丁烷; PPI：聚（丙烯亚胺）；对于G1：x = 1，y = 4，z = 2，n = 2; 对于G2：x = 2，y = 8，z = 4，n = 4; DC1 / DC5：R = 6-Me; DC2 / DC6：R = H；DC3 / DC7：R = 6-溴; DC4 / DC8：R = C已经制备了4 H 3