21797-13-7

Basic information

• Product Name: TETRAKIS(ACETONITRILE)PALLADIUM(II) TETRAFLUOROBORATE
• Synonyms: TETRAKIS(ACETONITRILE)PALLADIUM(II) TETRAFLUOROBORATE;TETRAKIS(ACETONITRILE)PALLADIUM(II) BIS(TETRAFLUOROBORATE);PALLADIUM(II) TETRAFLUOROBORATE-TETRAACETONITRILE COMPLEX;Tetrakis(acetonitrile)palladium(II)tetrafluoroborate,99%;TETRAKIS(ACETONITRILE)PALLADIUM(II) TETRAFLUOROBORATE (30%PD);Tetrakis(acetonitrile)palladium(II) tetrafluoroborate, Pd 23.9%;Tetrakis(acetonitrile)palladiuM(II) tetrafluoroborate, 99% 1GR;NSC 307191
• CAS NO: 21797-13-7
• Molecular Formula: 2BF₄*C₈H₁₂N₄Pd
• Molecular Weight: 444.24
• Product Categories: organometallic complex;Pd
• Mol File: 21797-13-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 230 °C (dec.)(lit.)
• Appearance: Yellow/Powder
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in water
• Sensitive: Air Sensitive
• CAS DataBase Reference: TETRAKIS(ACETONITRILE)PALLADIUM(II) TETRAFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAKIS(ACETONITRILE)PALLADIUM(II) TETRAFLUOROBORATE(21797-13-7)
• EPA Substance Registry System: TETRAKIS(ACETONITRILE)PALLADIUM(II) TETRAFLUOROBORATE(21797-13-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20
• Safety Statements: 22-36/37/39-38
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 21797-13-7(Hazardous Substances Data)

Usage

Description

Tetrakis(acetonitrile)palladium(II) tetrafluoroborate, also known as Pd(AN)4(BF4)2, is a strong Lewis acid that exists as a yellow powder. It is widely utilized in various chemical reactions due to its unique properties, such as weakly coordinated acetonitrile ligands and its role as a metal source in cross-coupling reactions.

Uses

Used in Polymerization Industry:
Tetrakis(acetonitrile)palladium(II) tetrafluoroborate is used as a catalyst for the polymerization of olefins. Its ability to facilitate the formation of α-diimine-transition metal complexes makes it a valuable component in this application.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Pd(AN)4(BF4)2 serves as a precursor for the synthesis of dendritic SCS-pincer palladium complexes, palladium complexes of click ligands, and dipalladium catalysts. These complexes are essential in various cross-coupling reactions, such as Heck cross-coupling, Suzuki cross-coupling, and aldehyde olefination, which are crucial for the development of new pharmaceutical compounds.
Used in Chemical Synthesis:
Tetrakis(acetonitrile)palladium(II) tetrafluoroborate is used as a catalyst in cross-coupling reactions for C-C, C-O, and C-N bond formation. These reactions are vital for the synthesis of complex organic molecules and the development of new materials.
Used in Research and Development:
In the field of research and development, Pd(AN)4(BF4)2 is employed in the preparation of 2:1 complex [Pd(1,2-bis(2′-pyridylethynyl)benzene)2](BF4)2 through Sonogashira cross-coupling reactions. This complex has potential applications in various areas, including materials science and catalysis.

InChI:InChI=1/4C2H3N.2BF4.Pd/c4*1-2-3;2*2-1(3,4)5;/h4*1H3;;;/q;;;;2*-1;+2

Upstream product

• 7440-05-3 palladium 
• 75-05-8 acetonitrile 
• 429-42-5 tetrabutylammonium tetrafluoroborate 
• 3375-31-3 palladium diacetate 
• 14104-20-2 silver tetrafluoroborate 
• 21264-30-2 trans-bis(acetonitrile)palladium(II) chloride 
• 21264-30-2 dichloro bis(acetonitrile) palladium(II) 

Downstream Products

• 127469-78-7 trans-bis(N,N-diethylcarbamato)bis(diethylamine)palladium(II) 
• 75-05-8 acetonitrile 
• 109637-10-7 {Pd₂(dppm)2(CH₃CN)2}(BF₄)2 

Relevant articles and documents

Oligomers and soluble polymers from the vinyl polymerization of norbornene and 5-vinyl-2-norbornene with cationic palladium catalysts

Oligomeric vinyl polynorbornene (2 to ～12 monomer units) was obtained via hydrooligomerization of norbornene (NB) using the cationic palladium complexes [Pd(PPh3)n(NCCH3)4-n] (BF4)2 [n = 0 (1), 3 (2)] at different hydrogen pressures. The vinyl polymerization of norbornene (NB) in the ionic liquid N-butyl-N-trimethylammonium bis(trifluoromethylsulfonyl)imide (BtMA +NTf2-) with [Pd(NCCH3) 4](BF4)2 led to soluble polynorbornenes (with several hundred monomer units) at different temperatures and molar NB:Pd ratios. The norbornene derivative 5-vinyl-2-norbornene (VNB) was oligomerized in high yield with 1 in CH3NO2 primarily through the (endocyclic) norbornene double bond but also through both the norbornene and (exocyclic) vinyl double bond for about every second monomer (by 1H NMR). A 2D 1H,13C-HSQC NMR analysis suggests a β-hydrogen elimination after insertion of a norbornene double bond as chain-termination mechanism. The conversion of NB or VNB increased with temperature and a lower NB:Pd and VNB:Pd ratio, respectively. The vinyl double bond in VNB slowed down the insertion rate drastically when compared with NB (activity decrease by a factor of 102).

Cage Effect on Oxidation of Dimethyl Sulfoxide via Pd2L4 Prolate Spheroids

Self-assembly of PdX2 (X? = NO3 ?, BF4 ?, and CF3SO3 ?) with 2,6-bis(4′-nicotinamidephenoxy)naphthalene (L) forms a series of [Pd2L4]X4 prolate spheroids. The O donors of two Me2SO molecules within the prolate spheroid cage are oriented toward the Pd(II) metal centers. In the presence of H2O2, the nestled Me2SO within the cage is efficiently oxidized to Me2SO2 at room temperature.

Molecular balloon, Pd6L8 cages: Recognition of alkyl sulfate surfactants

The unique molecular balloon system of [Pd6L8](NO3)12 (an inner cavity of 19 × 21 × 25 ?3 ← 13 × 13 × 13 ?3) was carried out via the anion exchange of nitrate with alkyl sulfates.

Terminal olefins to linear α,β-unsaturated ketones: Pd(II)/hypervalent iodine co-catalyzed wacker oxidation-dehydrogenation

Development of a mild (35 C, no Bronsted acids) tandem Wacker oxidation-dehydrogenation of terminal olefins was accomplished using palladium(II) and hypervalent iodine co-catalysis. The reaction affords linear aryl and alkyl α,β-unsaturated ketones directly from readily available terminal olefins in good yields (average 75% per step) with excellent functional group tolerance and chemo- and stereoselectivities. The hypervalent iodine co-catalyst was found to be critical for dehydrogenation but was not effective as a stoichiometric oxidant.