CAS 52522-40-4 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct

Synonyms

Tris(dibenylideneacetone)dipalladium-chloroform; tris-(dibenzylideneacetone)-dipalladium(o)-chloroform adduct; tris(dibenzylideneacetone)-dipalladium (0) chloroform adduct; DIPALLADIUM(0)TRIS(DIBENZYLIDENEACETONE)-CHLOROFORM ADDUCT; tris(dibenzylideneacetone) dipalladium(0)chloroform adduct; GC10022; I14-10041; tris(dibenzylideneacetone) dipalladium chloroform; tris(dibenzylideneacetone)dipalladium (0)chloroform adduct; S-3159;

IUPAC Name

chloroform;(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one;palladium;

Molecular Weight

1035.103g/mol

Molecular Formula

C52H43Cl3O3Pd2;

Canonical SMILES

C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C(Cl)(Cl)Cl.[Pd].[Pd];

InChI

InChI=1S/3C17H14O.CHCl3.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;2-1(3)4;;/h3*1-14H;1H;;/b3*13-11+,14-12+;;;;

InChI Key

LNAMMBFJMYMQTO-FNEBRGMMSA-N;

Storage

0-6°C

Complexity

280

Covalently-Bonded Unit Count

Defined Bond Stereocenter Count

EC Number

610-856-2

Exact Mass

1034.035g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

1032.035g/mol

Rotatable Bond Count

Topological Polar Surface Area

51.2A^2

Application

Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct, a catalyst, plays a pivotal role in various advanced chemical reactions by facilitating palladium-catalyzed processes. It is instrumental in synthesizing compounds with potential anticancer activity, particularly through coupling reactions involving hydrazones, haloindoles, and amines-exemplifying its application in organic synthesis. This versatile catalyst is extensively utilized for asymmetric transformations such as arylation, vinylation, and allenylation of tert-cyclobutanols via enantioselective C-C bond cleavage. It aids in building chiral frameworks, like chiral chromans through asymmetric allylic alkylation and multisubstituted carbazoles via double N-arylation. Additionally, it is involved in regio- and enantioselective processes, including allylic alkylation of ketones and C-3 allylation of 1H-indoles. Its utility spans the construction of complex structures such as spirocyclic oxindolic cyclopentanes and α,β-unsaturated γ-amino esters. Serving as a palladium source, this catalyst is applied in cycloaddition reactions, Heck cross-coupling, [2+2+2] cycloaddition, and carbonylation processes, demonstrating its effectiveness in enantioselective cycloadditions and catalytic conversions of various organic substrates into valuable chemical products.

December 25, 2024

Exceptional Catalyst for Advanced Research Applications

The Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct is outstanding in complex research. It facilitated our Pd-catalyzed reactions, enhancing the efficiency of asymmetric allylic alkylation and allylation processes significantly, proving its versatile catalytic prowess.