14783-10-9

Usage

Uses

Used in Chemical Synthesis:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for the carbonylation of alkyl nitrites, enabling the formation of various carbonyl-containing compounds.
Used in Pharmaceutical Industry:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for arylation reactions, which are crucial in the synthesis of complex organic molecules, including pharmaceutical compounds.
Used in Organic Chemistry:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for multiple acetylene insertions under the Sonogashira reaction protocol, allowing for the formation of various alkyne-containing compounds.
Used in Chemical Synthesis:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for cross-coupling reactions of pyridine carboxylic acid chlorides with alkylzinc reagents, facilitating the formation of complex organic molecules.
Used in Chemical Synthesis:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for the hydrophosphinylation of alkenes and alkynes, enabling the formation of phosphorus-containing compounds.
Used in Chemical Synthesis:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for the Heck reaction, a widely employed method for the formation of carbon-carbon bonds.
Used in Chemical Synthesis:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for regioselective and stereoselective aminohalogenation reactions, allowing for the precise control of product formation.
Used in Chemical Synthesis:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used as a catalyst for the reaction of chloroenynes and chlorodienes with Grignard reagents, enabling the synthesis of stereodefined enynes and dienes.
Used in Biochemistry:
DICHLORO(1,10-PHENANTHROLINE)PALLADIUM(II) is used to affect the aggregation of human prion protein PrP106-126, which is relevant in the study of prion diseases and their potential treatment.

InChI:InChI=1/C12H8N2.2ClH.Pd/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;;;/h1-8H;2*1H;/q;;;+2/p-2

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 5144-89-8 1,10-phenanthroline hydrate 
• 10025-98-6 potassium tetrachloropalladate(II) 
• 128-09-6 N-chloro-succinimide 
• 21264-30-2 dichloro bis(acetonitrile) palladium(II) 
• 871258-03-6 trans-[PdCl₂(NH₂CMe₂CH₂C₆H₄I-2)2] 
• 301840-97-1 Pd(CON(CH₂)5)2(1,10-phenanthroline) 
• 7782-50-5 chlorine 
• 7647-01-0 hydrogenchloride 
• 301840-92-6 PdCl(CON(CH₂)5)(1,10-phenanthroline) 
• 301840-94-8 PdCl(CONCH₂CH₂OCH₂CH₂)(1,10-phenanthroline) 
• 7440-05-3 palladium 

Downstream Products

• 22980-76-3 NiCl₂(1,10-phenanthroline) 
• 105071-40-7 {Pd(phen)2}Cl₂ 
• 301840-92-6 PdCl(CON(CH₂)5)(1,10-phenanthroline) 
• 6091-44-7 piperidine hydrochloride 
• 301840-97-1 Pd(CON(CH₂)5)2(1,10-phenanthroline) 
• 200577-61-3 Pd(C₁₂H₈N₂)(C₆H₅C(O)NCH(CH(CH₃)2)COO)*H₂O 
• 217790-69-7 Pd(C₃H₂NSNSO₂C₆H₄NH₂)2(C₁₂H₈N₂) 
• 1337898-05-1 [(C6F5)2Pt(μ-PPh2)2Pd(1,10-phenanthroline)] 

Relevant academic research and scientific papers

Synthesis and photophysical properties of metal complexes of curcumin dyes: Solvatochromism, acidochromism, and photoactivity

Curcumin and its dyes have attracted attention due to their environment-sensitivity and optical properties. However, the free molecule has low photoactivity, which is a limitation for use in photodynamic therapy. To overcome this limitation, we proposed the chelation of a D-π-A-π-D curcumin dye (1) with the metals Cu (II) and Pd (II). The photophysical properties of the curcumin dyes were investigated in different solvents, using UV–vis spectroscopy and time-resolved/steady-state fluorescence techniques. In our results, all curcumin dyes exhibited a positive solvatochromism from non-polar to polar solvents, with the Stokes’ shift in the range of 1895–4970 cm?1. The acidochromism studies were performed in chloroform solution and TLC plates using trifluoroacetic acid (TFA). The results exhibited a negative acidochromism and fluorescence quenching upon gradual addition of TFA, demonstrating reversibility upon addition of triethylamine (TEA). The main mechanism which influences the solvatochromism/acidochromism is the ICT system and fluorescence lifetime decays exhibited mono-exponential fit for aprotic solvents and bi-exponential fit for protic solvents (EtOH and MeOH). Compared to the curcumin ligand (1), the metal complexes (1a-b) exhibited higher singlet oxygen quantum yields (ΦΔ = 0.36 and 0.54, respectively). The in vitro antimicrobial photoactivity of the compounds was evaluated against six different microorganisms. The results showed that the metal complexes (1a-b) exhibited both antileishmanial (MIC = 2.29 μM against Leishmania amazonensis promastigotes) and antifungal (IC50 = 10 μM against Sporothrix brasiliensis yeasts) activities, while the ligand showed no activity, suggesting the chelation with the metals Cu (II) and Pd (II) may improve its photoactivity.

Multi-target heteroleptic palladium bisphosphonate complexes

Abstract: Bisphosphonates are the most commonly prescribed drugs for the treatment of osteoporosis and other bone illnesses. Some of them have also shown antiparasitic activity. In search of improving the pharmacological profile of commercial bisphosphona

Structures, hydrolysis, stabilities of palladium(II) complexes containing biologically active ligands and species distribution in aqueous solution

[PdACl2](n-1)H2O complexes {A: 1,10-phenanthroline (phen), 4-methyl-phenanthroline (4-mphen), 5-methyl-1,10-phenanthroline (5-mphen), 4,7-dimethyl-1,10-phenanthroline (dmphen), 3,4,7,8-tetramethyl-1,10-phenanthroline (tmphen)} were synthesized and characterized by CHN elemental analysis, ATR-FT-MIR and ATR-FT-FIR, 1H NMR and 13C NMR spectral measurements. n is the number of crystal water molecules in the complexes. The n value for the complexes [Pd(phen)Cl2], [Pd(4-mphen)Cl2] and [Pd(5-mphen)Cl2] is 1; for the complex [Pd(tmphen)Cl2]H2O is 2; for the complex [Pd(dmphen)Cl2]2H2O is 3. [PdACl2](n-1)H2O complexes were converted into aqua complexes derived from 1,10-phenanthroline, [PdA(H2O)2]2+, and investigated [PdAB]+ mixed ligand complexes formed between [PdA(H2O)2]2+ complexes and amino acids {B: glycine (gly) and tyrosine (tyr)}. Protonation constants of the gly and tyr, the acid dissociation constants of the coordinated water molecules in [PdA(H2O)2]2+ complexes and the stepwise stability constant of the [PdAB]+ mixed ligand complexes were determined in aqueous 0.1 M KNO3 ionic media at 298.15 K by potentiometric methods. The protonation constants of ligands, the acid dissociation constants of aqua complexes and the stepwise stability constants of mixed ligand complexes were calculated from the potentiometric data using the “BEST” software package. The concentration distribution of the various species formed in aqueous solution was obtained using the “SPE” software package under the experimental conditions described. The order of stepwise stability of the mixed ligand complexes in terms of the gly and tyr was [Pd(tmphen)(gly/tyr)]+ > [Pd(dmphen)(gly/tyr)]+ > [Pd(4-mphen)(gly/tyr)]+ > [Pd(phen) (gly/tyr)]+ > [Pd(5-mphen)(gly/tyr)]+. This study could contribute to a better understanding of the behavior of the palladium(II) complexes in biological systems.

Synthesis and catalytic application of Pd complex catalysts: Atom-efficient cross-coupling of triarylbismuthines with haloarenes and acid chlorides under mild conditions

Palladium-catalysed cross-coupling reactions are some of the most frequently used synthetic tools for the construction of new carbon–carbon bonds in organic synthesis. In the work presented, Pd(II) complex catalysts were synthesized from palladium chloride and nitrogen donor ligands as the precursors. Infrared and 1H NMR spectroscopic analyses showed that the palladium complexes were formed in the bidentate mode to the palladium centre. The resultant Pd(II) complexes were tested as catalysts for the coupling of organobismuth(III) compounds with aryl and acid halides leading to excellent yields with high turnover frequency values. The catalysts were stable under the reaction conditions and no degradation was noticed even at 150°C for one of the catalysts. The reaction proceeds via an aryl palladium complex formed by transmetallation reaction between catalyst and Ar3Bi. The whole synthetic transformation has high atom economy as all three aryl groups attached to bismuth are efficiently transferred to the electrophilic partner.

The imidazo{[4,5-f][1,10]-phenanthrolin}l-2-ylidene and its palladium complexes: Synthesis, characterization, and application in C-C cross-coupling reactions

1,3-dibutyl-1H-imidazo[4,5-f][1,10]phenanthrolinium iodide, L5.2HI ligand and their mono-, di-, tri-, tetra-nuclear palladium(II) complexes (5.HPF6, 6–8) were synthesized and characterized by elemental analysis, FTIR, UV–visible and

Perfluoroalkylation of Square-Planar Transition Metal Complexes: A Strategy to Assemble Them into Solid State Materials with a π-π Stacked Lamellar Structure

Formation of π-π stacked lamellar structure is important for high performance organic semiconductor materials. We previously demonstrated that perfluoroalkylation of aromatics and heteroaromatics was one of the strategies to design organic crystalline materials with π-π stacked lamellar structures while improving air stability as a result of the strong electron withdrawing ability of perfluoroalkyl substituents. Square-planar transition metal complexes with large π-conjugated ligands are also an important category of semiconductor materials. We have perfluoroalkylated square-planar transition metal complexes, leading to the formation of a π-π stacked lamellar crystal packing motif in the solid state. Here we report six crystal structures of Pd and Pt complexes with bis-perfluorobutylated catechol ligand as one of the two ligands that bonds to the metal centers. This structural design possesses similar molecular topology when compared to perfluoroalkylated aromatics and heteroaromatics we have reported previously, again, demonstrating the steering power of the perfluoroalkyl substituents in engineering organic and organometallic solid state materials.

DNA binding, DNA cleavage and HSA interaction of several metal complexes containing N-(2-hydroxyethyl)-N′-benzoylthiourea and 1,10-phenanthroline ligands

Abstract: Four novel ternary metal complexes of the type [M(Phen)(L1)2)] [phen?=?1,10-phenanthroline, L1?=?N-(2-hydroxyethyl)-N′-benzoylthiourea, M?=?Ni(II)(1), Co(II) (2), Cu(II) (3), Pd(II) (4)] were synthesized. The org

Synthesis, Characterization, and Cytotoxicity of Palladium(II) Complexes with Diimine/Diamine and N-Carbonyl-L-Phenylalanine Dianion

Six palladium(II) complexes, [Pd(bipy)(Bzphe-N,O)] (I-a), [Pd(bipy)(p-Mbzphe-N,O)]·2H2O (I-b), [Pd(bipy)(p-Nbzphe-N,O)]·2H2O (I-c), [Pd(phen)(Bmined by X-ray diffraction. The cytotoxicity test indicates that the complexes exert cytot

Synthesis, characterization, and cytotoxicity of mixed-ligand complexes of palladium(II) with 1,10-phenanthroline and N-carbonyl-L-isoleucine dianion 1

Three novel palladium(II) complexes [Pd(Phen)(Bzile)] (I), [Pd(Phen)(p-mBzile)] (II), and [Pd(Phen)(p-NBzile)]·H2O (III), where Bzile = N-benzoyl-L-isolecine), p-MBzile = N-(p-methylbenzoyl)-L- isolecine), p-NBzile = N-(p-nitrobenzoyl)-L-isolec

Noncovalent tailoring of the binding pocket of self-assembled cages by remote bulky ancillary groups

The binding properties of a self-assembled coordination cage were subtly tuned by ancillary groups on the metal corners of the cage. Since the bulky mesityl groups of the ligand hang over the cage cavity, the effective cavity volume is reduced. Due to the tighter guest packing inside the shrunken cavity, smaller guests were efficiently bound and guest motion was restricted even at high temperatures.