CAS 577971-19-8 2-(2'-Di-tert-butylphosphine)biphenylpalladium(II) acetate

Synonyms

ACETATO(2'-DI-T-BUTYLPHOSPHINO-1,1'-BIPHENYL-2-YL)PALLADIUM(II); 2-(2 inverted exclamation marka-Di-tert-butylphosphine)biphenylpalladium(II) acetate; SC10488; Palladium, (acetato-KappaO) [2'-[bis (1,1 dimethylethyl) phosphino-KappaP] [1,1'-biphenyl]-2-yl KappaC]; IEYDYAASBZOBOC-UHFFFAOYSA-M; Palladium, (acetato-| feminineO) [2 inverted exclamation marka-[bis (1,1 dimethylethyl) phosphino-| feminineP] [1,1 inverted exclamation marka-biphenyl]-2-yl | feminineC]; PALLADACYCLE; 577971-19-8;

IUPAC Name

acetic acid;ditert-butyl-(2-phenylphenyl)phosphane;palladium;

Molecular Weight

463.874g/mol

Molecular Formula

C22H30O2PPd-;

Canonical SMILES

CC(=O)O.CC(C)(C)P(C1=CC=CC=C1C2=CC=CC=[C-]2)C(C)(C)C.[Pd];

InChI

InChI=1S/C20H26P.C2H4O2.Pd/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16;1-2(3)4;/h7-12,14-15H,1-6H3;1H3,(H,3,4);/q-1;;;

InChI Key

AGTIJKLADGVFEL-UHFFFAOYSA-N;

Complexity

521

Covalently-Bonded Unit Count

Exact Mass

463.102g/mol

Formal Charge

-1

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

463.102g/mol

Rotatable Bond Count

Topological Polar Surface Area

37.3A^2

Application

2-(2'-Di-tert-butylphosphine)biphenylpalladium(II) acetate serves as a robust, air and thermally stable precatalyst specifically designed for the amination of aryl halides. This novel catalyst is particularly effective in facilitating the Buchwald-Hartwig amination reaction, which is a critical step in the synthesis of various complex organic molecules. Its versatility allows for its application not only in the preparation of anticancer LPA2 antagonists but also in the synthesis of N-methyl-6-heterocyclic-1-oxoisoindoline derivatives. By efficiently catalyzing the reaction between N-methyl-6-bromoisoindoline-1-one and a range of amines under microwave conditions, this product proves to be an indispensable tool in organic synthesis.

March 11, 2025

Outstanding Catalyst for Aryl Halide Amination

This product from Alfa Chemistry is exceptional in research. Its stability and efficiency in Buchwald-Hartwig amination streamlined our synthesis of LPA2 antagonists, making our experimental process highly efficient.