14871-92-2

Basic information

• Product Name: (2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II)
• Synonyms: (2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II);(2,2'-Bipyridine)dichloropalladium;2,2'-Bipyridylpalladium dichloride;Bis(2,2'-bipyridine)palladium dichloride;cis-(2,2'-Bipyridine)dichloropalladium;Dichloro(2,2'-bipyridine)palladium;Palladium,(2,2'-bipyridine-kN1,kN1')dichloro-, (SP-4-2)-;2,2′-Bipyridinepalladium dichloride
• CAS NO: 14871-92-2
• Molecular Formula: C₁₀H₈Cl₂N₂Pd
• Molecular Weight: 333.51
• Product Categories: Homogeneous Pd Catalysts;Catalysis and Inorganic Chemistry;Palladium;Pd
• Mol File: 14871-92-2.mol
• Article Data: 37

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: (2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II)(CAS DataBase Reference)
• NIST Chemistry Reference: (2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II)(14871-92-2)
• EPA Substance Registry System: (2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II)(14871-92-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 14871-92-2(Hazardous Substances Data)

Usage

Description

(2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II) is a chemical compound that features a palladium atom coordinated to two chloride ions and two 2,2'-bipyridine ligands. This complex is renowned for its high stability and reactivity, making it a pivotal catalyst in a variety of organic synthesis reactions, especially cross-couplings. Its unique structure, with the 2,2'-bipyridine ligands, enhances the selectivity and versatility of the palladium catalyst, which is instrumental in the synthesis of intricate organic molecules. It has been extensively studied for its potential applications across the pharmaceutical and materials science industries.

Uses

Used in Pharmaceutical Industry:
(2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II) is used as a catalyst in the synthesis of complex organic molecules for pharmaceutical applications. Its high reactivity and selectivity contribute to the efficient production of compounds that are vital in the development of new drugs and medicinal agents.
Used in Materials Science:
In the materials science field, (2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II) is utilized as a catalyst for the synthesis of advanced materials with specific properties. Its role in cross-coupling reactions allows for the creation of materials with tailored characteristics for use in various high-tech applications, such as electronics, optoelectronics, and nanotechnology.
Used in Organic Synthesis:
(2,2'-BIPYRIDINE)DICHLOROPALLADIUM(II) is employed as a catalyst in organic synthesis for the formation of carbon-carbon and carbon-heteroatom bonds. Its presence in cross-coupling reactions facilitates the construction of molecular frameworks that are crucial in the synthesis of natural products, pharmaceuticals, and other organic compounds with biological activity.

Upstream product

• 366-18-7 [2,2]bipyridinyl 
• 7440-05-3 palladium 
• 10025-98-6 potassium tetrachloropalladate(II) 
• 14349-67-8 palladium(II) chloride complex 
• 570397-18-1 dichloro-(1,2-dimethoxy-4,5-bis(2-pyridylethynyl)benzene)palladium 
• 334912-04-8 [Pd(k2-C,S-C₆H(OMe)3-2,3,4-CH(STol-p)2-6)(2,2'-bipyridine)]O₃SCF₃ 
• 1293919-14-8 [Pd{O₁₁Si₇(c-C₅H₉)7(OH)}(bpy)] 
• 678140-36-8 [PdCl₂(1,5-bis(3,5-dimethyl-1-pyrazolyl)-3-thiapentane)] 
• 15617-18-2 bis(benzonitrile)palladium(II) dichloride 
• 999-78-0 4,4-dimethyl-2-pentyne 
• 301840-95-9 Pd(CON(CH₂)5)2(2,2'-dipyridine) 
• 7782-50-5 chlorine 
• 301840-96-0 Pd(CONCH₂CH₂OCH₂CH₂)2(2,2'-dipyridine) 
• 301840-91-5 PdCl(CON(CH₂)5)(2,2'-dipyridine) 

Downstream Products

• 55172-29-7 thallium chloride 
• 301840-91-5 PdCl(CON(CH₂)5)(2,2'-dipyridine) 
• 6091-44-7 piperidine hydrochloride 
• 301840-95-9 Pd(CON(CH₂)5)2(2,2'-dipyridine) 
• 275369-89-6 [(C₆F₅)2Pd(C₃H₃N₂)2Pd(C₅H₄NC₅H₄N)] 
• 175693-33-1 PdCl(2,4,6-tris(trifluoromethyl)phenyl)(2,2'-bipyridine) 
• 175693-34-2 Pd(2,4,6-tris(trifluoromethyl)phenyl)2(2,2'-bipyridine) 
• 1428989-73-4 C₂₃H₂₅N₃O₄PdS 
• 195372-97-5 Pd((C₅H₄N)2)(C₆H₅C(O)NCH(CH(CH₃)2)COO) 
• 675201-51-1 Pd(O₂CC₆H₄CF₃)2(2,2'-bipyridine) 
• 220171-66-4 Pd((C₅H₄N)2)(N(P(O)(C₆H₅)2)P(Se)(C₆H₅)2)⁽¹⁺⁾*PF₆^(1-)=[Pd((C₅H₄N)2)(N(P(O)(C₆H₅)2)P(Se)(C₆H₅)2)]PF₆ 
• 220171-63-1 Pd((C₅H₄N)2)(N(P(O)(C₆H₅)2)P(S)(C₆H₅)2)⁽¹⁺⁾*PF₆^(1-)=[Pd((C₅H₄N)2)(N(P(O)(C₆H₅)2)P(S)(C₆H₅)2)]PF₆ 
• 436154-28-8 [PdPC₆H₅(C₆H₄S)2]2 
• 88291-83-2 [Pd₂Cl₂(1,2,3,4-tetraphenylbuta-1,3-diene-1,4-diyl)(2,2'-bipyridine)2] 

Relevant articles and documents

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

A model study of alternative approach toward a class of palladium(II) based self-assembly

A different approach developed for the preparation of palladium(II) based complexes [(Pd(bpy))x(L)y](NO3) 2x is modelled by using 4-phenylpyridine as ligand (L = 1). Various solvent systems are inspected to opti

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

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.

Mixed neutral compounds of palladium(II) and platinum (II) chelated by diolato(2-) and di-imine ligands

The synthesis and characterization are described for compounds abbreviated (a) 1-5: [Pd(phen)(OO)], where OO = the dianion from 1,2-ethanediol (1), (+)-1,2-propanediol (2), (±)-2,3-butanediol (3), (-)-1,2-butanediol (4), catechol (5); (b) the sulphur analogue (6) [Pd(phen)(SCH2CH2S)], from ethane-1,2-dithiol; (c) the platinum analogue (7) [Pt(phen)(OCH2CH2O)]; (d) the 2,2′-bipyridyl analogue (8), [Pd(bipy)(OCH2CH2O)] (phen = 1,10-phenanthroline and bipy = 2,2′-bipyridyl).

Palladium and platinum complexes of folic acid as new drug delivery systems for treatment of breast cancer cells

Cisplatin is administrated as an agent in treatment of various cancers by intercalation between DNA strands and inhibition of DNA replication. Among the various factors, two important reasons like inhibition of apoptosis by anti-apoptotic mechanisms and i

Bis(CBT)palladium(II) Derivatives (CBT = m-carborane-1-thiolate): Synthesis, Molecular Structure, and Physicochemical Properties of cis-[(bipy)Pd(CBT)2] and trans-[(py)2Pd(CBT)2]

The new synthesized PdII complex cis-[(bipy)Pd(CBT)2] (bipy = 2,2′-bipyridyl; CBT = m-carborane-1-thiolate anion), which is a potential BNCT (boron neutron capture therapy) agent and of structure elucidated by single-crystal X-ray work, has been studied by infrared (IR) and ultraviolet-visible light (UV-vis) spectra and its properties compared with those of the previously reported and also the structurally characterized analogue trans-[(py)2Pd(CBT)2]. This trans species, prepared via a direct method, was previously isolated from a pyridine solution, consequent to the occurring releasing of the external Pd(CBT)2 moieties of the porphyrazine macrocycle [{Pd(CBT)2}4LZn]·xH2O (L = tetrakis-2,3-[5,6-di(2-pyridyl)pyrazino]porphyrazinato anion), which is an active photosensitizer in photodynamic therapy (PDT) and a potential bimodal PDT/BNCT agent. The UV-vis spectral behavior of both cis and trans species in CHCl3 solution and in the gas phase has been examined in detail by density functional theory (DFT) and time-dependent density functional theory (TDDFT) studies devoted to explain their distinct behavior observed in the region of 400-500 nm, as determined by the presence in the cis structure of a vicinal arrangement of the two CBT groups, an ensemble of results closely similar to those observed for the macrocycles [{Pd(CBT)2}4LM]·xH2O (M = MgII(H2O), ZnII, PdII). It has also been experimentally proved the tendency of the cis isomer in CHCl3/pyridine solution to be changed to the respective trans analogue, with conversion occurring in two steps, as interpreted by detailed DFT studies.