CAS 1028206-56-5 XPhos Pd G1 - Catalysts / Alfa Chemistry

Synonyms

(2-Dicyclohexylphosphino-2 inverted exclamation marka,4 inverted exclamation marka,6 inverted exclamation marka-triisopropyl-1,1 inverted exclamation marka-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II) chloride; XPhos precatalyst; J-520016; Chloro(2-dicyclohexylphosphino-2',4',6'-triisopropyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(ii); BP-21201; Chloro(2-dicyclohexylphosphino-2 inverted exclamation marka,4 inverted exclamation marka,6 inverted exclamation marka-triisopropyl-1,1 inverted exclamation marka-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II); (XPhos) palladium(II) phenethylamine chloride;

IUPAC Name

chloropalladium(1+);dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane;2-phenylethanamine;

Molecular Weight

738.774g/mol

Molecular Formula

C41H59ClNPPd;

Canonical SMILES

CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C)C.C1=CC=C([C-]=C1)CCN.Cl[Pd+];

InChI

InChI=1S/C33H49P.C8H10N.ClH.Pd/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;9-7-6-8-4-2-1-3-5-8;;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;1-4H,6-7,9H2;1H;/q;-1;;+2/p-1;

InChI Key

NMMPMZWIIQCZBA-UHFFFAOYSA-M;

Complexity

718

Covalently-Bonded Unit Count

Exact Mass

737.311g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

737.311g/mol

Rotatable Bond Count

Topological Polar Surface Area

26A^2

Application

XPhos Pd G1 serves as a versatile catalyst primarily used in a variety of palladium-catalyzed cross-coupling reactions, essential for developing complex chemical structures. Its applications include amination and cyclization reactions, C-N bond formation using packed-bed microreactors, boration of aryl chlorides, and the arylation of oxazole. Moreover, XPhos Pd G1 is pivotal in facilitating cross-coupling reactions of electron-deficient anilines with aryl chlorides, enabling rapid C-N bond formation at low catalyst loadings and even at or below room temperature. It's also employed in the synthesis of tetracyclic indoles through intermolecular α-arylation of ketones and the cross-coupling of benzyl chlorides with cyclopropanol-derived ketone homoenolates. Additionally, this product is recognized for its role as an androgen receptor modulator in the treatment of disorders such as prostate cancer. It's important to note that the material may contain up to 5% pentane.

February 9, 2025

Highly Effective Catalyst for Cross-Coupling Reactions!

XPhos Pd G1 from Alfa Chemistry is exceptional for research. Its efficiency in C-N bond formation and cross-coupling, especially for androgens, is impressive. It simplifies the synthesis of complex compounds, and operates efficiently at low temperatures.