187852-72-8

Upstream product

• 3375-31-3 palladium diacetate 
• 100-46-9 benzylamine 
• 53189-26-7 palladium(II) acetate trimer 

Downstream Products

• 19046-92-5 trans-Cl₂Pd(H₂NCH₂C₆H₅)2 
• 187818-89-9 [Pd(OAc)(μ-OAc)(PhCH2NH2)]2 

Relevant academic research and scientific papers

Synthesis and characterization of two new trans palladium (II) complexes containing benzylamine ligand: DNA/BSA interactions, molecular docking and in vitro cytotoxic activity

Two new trans Pd (II) complexes with formulas Pd(PhCH2NH2)2Cl2 (1) and [Pd(PhCH2NH2)2(L)2](NO3)2 (2) (L = Letrozole drug; 4,4′-((1H-1,2,4-triazol-1-yl)methylene)dibenzonitrile) have been synthesized and characterized by elemental analysis, FT-IR and NMR spectroscopy. Single crystal X-ray diffractometry has been used to determine the crystal structure of 1. UV–Vis spectroscopy, emission titration, circular 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, respectively. Competitive binding using Warfarin, Ibuprofen and Digoxin site markers with definite binding sites demonstrated that the complexes bind to more than one site on BSA. In the presence of Ibuprofen, the binding constant was surprisingly not fixed, while a smaller influence was observed in the presence of Warfarin and Digoxin on 1. The results indicated that the binding site for 1 was mainly located within site II of BSA. The result of the competitive titration of 2 was different. In the presence of Warfarin, the Kb value decreased, showing a competition between 2 and Warfarin. In addition, molecular docking studies have been conducted to determine the binding site of the DNA and BSA with 1. Finally, In vitro cytotoxicity of 1, 2 and cisplatin were carried out against leukemia cancer (Raji), lung cancer (A549) and breast cancer (MCF7) cell lines. According to the IC50 values, the cytotoxicity of 2 was more than 1.

Orthometalation of primary amines. 4.1 Orthopalladation of primary benzylamines and (2-phenylethyl)amine

By the refluxing of an acetonitrile solution of [Pd(OAc)2]3 and primary amines 4-XC6H4-CH2NH2 (F, Cl, NO2, OMe), 3,5-X2C6H3CH2NH2 (X = OMe), or PhCH2CH2NH2 (Pd:amine = 1:1) and subsequent addition of excess NaBr, the corresponding orthometalated complexes [Pd{C6H3(CH2NH 2)-2,X-5}(μ-Br)]2, [Pd{C6H3(CH2NH2)-2,(OMe) 2-4,6}(μ-Br)]2, or [Pd{C6H3-(CH2NH2)-2}(μ-Br)] 2 are obtained. Alternatively, the hydrochloride of 4-XC6H4CH2NH2 (X = F, NO2) can also be used to prepare the corresponding [Pd{C6H3(CH2NH 2)-2,X-5}(μ-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)2L2], which react with [Pd(OAc)2]3 to give the dimeric species [Pd(OAc)(μ-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. PPh3 reacts with the orthometalated complexes to give the corresponding products of the bridge splitting. The crystal structures of [Pd(OAc)(μ-OAc)L]2 (L = 4-O2NC6H4CH2NH2) and [Pd{C6H4(CH2CH2NH 2)-2}Br(PPh3)] have been determined by X-ray diffraction.

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

Reaction of Pd(O2CMe)2 with PhCH2NH2 leads to either Pd(NH2CH2Ph)2(O2CMe)2 or 2.The X-ray crystal structure of shows pairs of 2+ ions held together by hydrogen bonds from the NH proton to chlorine and oxygen atoms of the anions, and the absence of interactions between phenyl ring ortho protons and the metal.PhCH2NHMe reacts with Pd(O2CMe)2 giving Pd(NHMeCH2Ph)2(O2CMe) and PhCH2NMe2 gives the cyclometallate 2. 1H n.m.r. spectra indicate that the complexes Pd(NMe2CH2Ph)(L)(O2CMe)2 (L=PhNH2, o-MeC6H4NH2) prepared from 2, contain an interaction of the benzylamine ortho aromatic protons with the metal whereas Pd(NHMeCH2Ph)(L)(O2CMe)2 (L=o-MeC6H4NH2) does not. 1H n.m.r. analysis of PdCl42- and PhCH2NMe2 in (2H1) methanol at 400 MHz indicates a 1:1 reaction stoichiometry and metal-proton interactions in intermediates containing above-plane and in-plane geometry of the aromatic ring, before metallation takes place.A 400-MHz spectral analysis of Pd(O2CMe)2 and PhCH2NMe2 in CDCl3 suggests similarly orientated species arise in the reaction giving 2.