bisacetatobisbenzylaminepalladium(II) | 187852-72-8

• 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: bisacetatobisbenzylaminepalladium(II)
• CAS: 187852-72-8；93916-90-6
• 化学式: C₁₈H₂₄N₂O₄Pd
• 分子量: 438.82
• InChiKey: PENVYFULQYSOBW-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  bisacetatobisbenzylaminepalladium(II) 以 二氯甲烷 、 乙腈 为溶剂， 生成 [Pd(C6H4(CH2NH2)-2)(μ-OAc)]2
  参考文献：
  名称：

  Orthometalation of Primary Amines. 4.¹ Orthopalladation of Primary Benzylamines and (2-Phenylethyl)amine

  摘要：

  By the refluxing of an acetonitrile solution of [Pd(OAc)(2)](3) and primary amines 4-XC(6)H(4)CH(2)NH(2) (F, Cl, NO2, OMe), 3,5-X(2)C(6)H(3)CH(2)NH(2) (X = OMe), or PhCH(2)CH(2)NH(2) (Pd:amine = 1:1) and subsequent addition of excess NaBr, the corresponding orthometalated complexes [Pd{C6H3(CH2NH2)-2,X-5}(mu-Br)](2), [Pd{C6H3(CH2NH2)-2,(OMe)(2)-4,6}(mu-Br)](2), or [Pd{C6H3(CH2NH2)-2}(mu-Br)](2) are obtained. Alternatively, the hydrochloride of 4-XC(6)H(4)CH(2)NH(2) (X = F, NO2) can also be used to prepare the corresponding [Pd{C6H3(CH2NH2)-2,X-5}(mu-Cl)](2) complexes. These results show that primary benzylamines can be orthometalated even if the substituents are electron-withdrawing groups and that 2-(phenyl)ethylamine can be orthometalated in spite of the six-membered ring that it forms. These reactions occur via intermediate complexes [Pd(OAc)(2)L(2)], which react with [Pd(OAc)(2)](3) to give the dimeric species [Pd(OAc)(mu-OAc)L](2) (L = amine), from which in turn the orthometalated complexes are formed. Each of these steps has been studied, and both types of intermediates have been isolated for all the amines. PPh(3) reacts with the orthometalated complexes to give the corresponding products of the bridge splitting. The crystal structures of [Pd(OAc)(mu-OAc)L](2) (L = 4-O2NC6H4CH2NH2) and [Pd{C6H4(CH2CH2NH2)-2}Br(PPh(3))] have been determined by X-ray diffraction.

  DOI：

  10.1021/om9609574
• 作为产物：
  描述：

  palladium diacetate 、 苄胺 以 二氯甲烷 为溶剂， 以67%的产率得到bisacetatobisbenzylaminepalladium(II)
  参考文献：
  名称：

  Metal-proton interactions in benzylamine complexes of palladium(II): The effect of methyl substitution at nitrogen and the role of the interaction during cyclopalladation. X-ray crystal structure of tetrabenzylaminepalladium(II) acetate chloride

  摘要：

  Pd(O2CMe)2与PhCH2NH2的反应 与 PhCH2NH2 反应生成 Pd(NH2CH2Ph)2(O2CMe)2 或 [Pd(NH2CH2Ph)4] [O2CMe]2。 Pd(NH2CH2Ph)4][O2CMe]2 的 X 射线晶体结构。 [Cl][O2CMe]的 X 射线晶体结构显示，成对的[Pd(NH2CH2Ph)4]2+ 离子通过 NH 质子与阴离子中的氯原子和氧原子之间的氢键结合在一起。 质子与阴离子中的氯原子和氧原子之间的氢键将一对[Pd(NH2CH2Ph) 质子与金属之间没有相互作用。PhCH2NHMe 与 Pd(O2CMe)2 反应生成 Pd(NHMe) 反应生成 Pd（NHMeCH2Ph）2（O2CMe），而 PhCH2NMe2 和 PhCH2NMe2 反应生成环金属酸盐 [Pd(NMe2CH2Ph-C,N)(�-O2CMe)]2。 1H N.M.R. 光谱表明，配合物 Pd(NMe2CH2Ph)(L)(O2CMe)2 (L = PhNH2, o-MeC6H4NH2） 由[Pd(L)(O2CMe)(�-O2CMe)]2制备而成、 中含有苄胺正芳香族质子与金属的相互作用。 而 Pd(NHMeCH2Ph)(L)(O2CMe)2（L = o-MeC6H4NH2）则没有。 则不然。1H n.m.r. 分析 PdCl42- 和 PhCH2NMe2 在(2Hl)甲醇中的 1H nm r.分析在 400 MHz 的 1H n-m r 分析表明，在 (2Hl)methanol 中的 PdCl42- 和 PhCH2NMe2 金属-质子相互作用。 在发生金属化之前 发生。在 CDCl 中对 Pd（O2CMe）和 PhCH2NMe2 进行的 400 MHz 光谱分析表明，Pd（O2CMe）和 PhCH2NMe2 的反应方向相似。 和 PhCH2NMe2 在 CDCl 中的 400-MHz 光谱分析结果表明，在反应中出现了类似取向的物种 Pd(NMe2CH2Ph-C,N)(�-O2CMe)]2。

  DOI：

  10.1071/ch9842179

文献信息

• Synthesis and characterization of two new trans palladium (II) complexes containing benzylamine ligand: DNA/BSA interactions, molecular docking and in vitro cytotoxic activity
  作者：Kazem Karami、Moloud Alinaghi、Zahra Amirghofran、Janusz Lipkowski

  DOI：10.1016/j.ica.2017.02.027

  日期：2018.2

  dichroism and helix melting methods have been used to study the binding interaction of Pd (II) complexes with Calf Thymus deoxyribonucleic acid (CT-DNA). The analysis results show that 1 can interact with DNA via groove binding and 2 binds to DNA through partial intercalation mode. It was found that the binding constants (Kb) of the complexes toward BSA were (1.4 × 104 M−1) and (1.68 × 104 M−1) for 1 and 2

  摘要两种新的具有式Pd（PhCH2NH2）2Cl2（1）和[Pd（PhCH2NH2）2（L）2]（NO3）2（2）的反式Pd（II）配合物（L =来曲唑药物; 4,4'-（ （1H-1,2,4-三唑-1-基）亚甲基）二苄腈已合成并通过元素分析，FT-IR和NMR光谱表征。单晶X射线衍射法已用于确定1的晶体结构。已使用UV-Vis光谱，发射滴定，圆二色性和螺旋熔化法研究了Pd（II）配合物与小牛胸腺脱氧核糖核酸的结合相互作用。 （CT-DNA）。分析结果表明，1可以通过凹槽结合与DNA相互作用，2可以通过部分插入模式与DNA结合。发现该配合物对BSA的结合常数（Kb）分别为1和2为（1.4×104 M-1）和（1.68×104 M-1）。使用具有确定结合位点的华法林，布洛芬和地高辛位点标记进行竞争性结合表明，该复合物与BSA上的一个以上位点结合。在布洛芬的存在下，结合常数出乎意料地不固定，而
• Second- and inverse order pathways in the mechanism of orthopalladation of primary amines
  作者：Sergey A Kurzeev、Gregory M Kazankov、Alexander D Ryabov

  DOI：10.1016/s0020-1693(02)01148-9

  日期：2002.11

  The orthopalladation of benzylamine (baH) by Pd(II) acetate in acetonitrile occurs in two time-resolved steps. A first faster step taking place at 25 degreesC results in the formation of the N-bound complex [Pd(OAc)(2)(baH)(2)] and follows a second-order kinetics in the incoming amine according to the rate law k(obs) = k(1)[baH](2). The second order in baH arises from the successive substitution of the solvent in [Pd(OAc)(2)(MeCN)(2)]. The latter complex transforms slowly into the orthometalated derivative [Pd(ba)(OAc)](2) at 60 degreesC. The initial rate of this step is inversely proportional to the concentration of baH and the following rate law holds: V, = k(m)[Pd(II)](t)/[baH]. This is accounted for in terms of the mechanism involving a reversible dissociation of one baH ligand from [Pd(OAc)(2)(baH)(2)] followed by the electrophilic C-H bond cleavage of N-bound baH by Pd(II). (C) 2002 Elsevier Science B.V. All rights reserved.