710294-20-5

Upstream product

• 1416955-79-7 (2-bromobenzylidene)(2,6-diisopropylphenyl)amine 
• 21264-30-2 dichloro bis(acetonitrile) palladium(II) 

Downstream Products

• 1338077-50-1 [PdCl(triphenylphosphine)(2-bromobenzylidene-2,6-diisopropylphenylamine(-1H))] 

Relevant academic research and scientific papers

Phenylacetylene polymerisation mediated by cationic cyclometallated palladium(ii) complexes bearing benzylidene 2,6-diisopropylphenylamine and its derivatives as ligands

A series of novel cationic palladacycle complexes bearing benzylidene-2,6-diisopropylphenylamine derivatives as ligands and with the general formula [Pd(MeCN)(L)(R-C6H3)CH═N{2,6-iPr2-C6H3}]

Preparation, characterization and evaluation of novel 1,3,5-triaza-7-phosphaadamantane (PTA)-based palladacycles as anti-cancer agents

A series of novel mononuclear 1,3,5-triaza-7-phosphaadamantane (PTA)-based palladacycles were prepared by cleaving μ-Cl binuclear orthopalladated dimers of substituted benzylidene-2,6-diisopropylphenylamines. All complexes were fully characterized using IR and NMR spectroscopy, mass spectrometry as well as elemental analysis. In-vitro evaluation of the complexes as anti-cancer agents against the breast-cancer cell lines MCF7 and MDA-MB 231 as well the melanoma cell line ME1402 shows that four of the five complexes tested are active. These palladacycles exhibit their cytotoxicity by inducing DNA damage which subsequently triggers apoptosis. DNA binding studies using electrophoresis and spectroscopic techniques, such as UV-Vis and circular dichroism spectroscopy, confirms that the palladacycle, C2 definitely interacts with DNA. Results from these DNA binding experiments seem to rule out co-valent and intercalative binding, pointing rather to a non-covalent interaction, with electrostatic binding being the most likely possibility. It is envisioned that this would probably involve a hydrolysed or solvated derivative of C2.

Cationic palladacycles as catalyst precursors for phenyl acetylene polymerization

Novel cationic palladacycles based on benzylidene-2,6- diisopropylphenylimines were prepared via C-H activation using Pd(CH 3CN)2Cl2 as metal precursor. The complexes were fully characterized by IR and NMR spectroscopy, mass spectrometry and elemental analysis. The cationic palladacycles were found to be active catalysts for the polymerization of phenylacetylene producing largely trans-cisoidal PPA.

Substituent effect on cyclopalladation of arylimines

The substituent effect on cyclopalladation of a series of substituted benzylidene-arylamines [(R2C6H3) NCCH2(ArXn), where R=H, Me, i-Pr, OH; Xn=H; 3,5-dimethoxyl; 3,5-difloro; 3,5-bis(2,6-dimethoxyphenyl); 4-chloro; 2-bromo; 2,4,6-trimethyl] by palladium(II) chloride under basic conditions was studied. As expected, cyclometallation takes place at the ortho position of the aryl ring resulting in formation of a five-member chelate ring. All metallated products have in chloro-bridged dipalladium [Pd2Cl2] structures except the one with R=OMe. A palladium species with mixed bridging ligand [Pd2(OH)Cl] was isolated due to the hydrogen-bonding interaction through the hydroxy ligand and the methoxy substituents. For the t-butyl substituted arylimine, cyclometallation does not occur because of the steric reason. In the case of R=OH, Xn=2,4,6-trimethyl, the cyclopalladation occurred at the benyzlic position forming a tetrameric palladium species. All the palladium complexes were characterized by both spectral and/or crystal structural analyses.