CAS 14221-01-3 Tetrakis(triphenylphosphine)palladium(0)

Synonyms

tetrakis (triphenylphosphine) palladium(0); tetrakis (triphenylphosphine)-palladium(0); (Ph3P)4Pd; palladium (0) tetrakis (triphenylphosphine); EINECS 238-086-9; CTK5J6566; Tetrakis[triphenylphosphine]palladium(0), ChemDose(TM) tablets, Loading: 2mumol per tablet; tetrakis(triphenylphosphine) palladium(0 ); M-5141; terakis(triphenylphosphine)palladium;

IUPAC Name

palladium;triphenylphosphane;

Molecular Weight

1155.58

Molecular Formula

C72H60P4Pd

Canonical SMILES

C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Pd];

InChI

InChI=1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H;;

InChI Key

NFHFRUOZVGFOOS-UHFFFAOYSA-N;

Purity

Metal purity 99.95

Appearance

yellow

Storage

2-8°C

Color Form

crystalline

Complexity

202

Covalently-Bonded Unit Count

EC Number

238-086-9

Empirical Formula

[Pd(PPh3)4]

Exact Mass

1154.268g/mol

Heavy Atom Count

Metal Content

Monoisotopic Mass

1154.268g/mol

Rotatable Bond Count

Topological Polar Surface Area

0A^2

Application

Tetrakis(triphenylphosphine)palladium(0) serves as an essential catalyst in various palladium-catalyzed coupling reactions due to its efficacy and versatility. It is prominently utilized in Suzuki coupling of chiral secondary organoboronic esters, enabling precise and high-yielding transformations. Additional applications of this catalyst include facilitating palladium-catalyzed SNAr reactions for synthesizing heteroaryl ethers, promoting cross-coupling of α-diazocarbonyl compounds with arylboronic acids, and achieving diastereoselective synthesis of trans-1,2-diazetidines. Moreover, it proves instrumental in palladium-catalyzed alkynyl iminium ion cyclizations and is widely used in transformations such as Heck arylation, enyne, and diyne cycloisomerizations. The versatility of Tetrakis(triphenylphosphine)palladium(0) extends to its role in various renowned reactions, including Heck, Suzuki, Stille, Sonogashira, and Negishi couplings, as well as the three-component synthesis of imidazolidinones, underscoring its invaluable contribution to modern synthetic chemistry.

January 27, 2025

Highly Effective Catalyst for Complex Reactions

Using tetrakis(triphenylphosphine)palladium(0) in Suzuki reactions was seamless and efficient. Its excellent yield and reliability in catalyzing complex couplings made it invaluable for our research on heteroaryl ether synthesis.