CX231 - ≥99.95% metals basis , CAS No.1779569-04-8

CAS: 1779569-04-8 Cat. No.: C284070 Formula: C₄₀H₅₁ClN₂Pd Molecular Weight: 701.72 PubChem CID: 139036022

GRADE & PURITY ≥99.95% metals basis

Synonyms

Umicore CX231;Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](1-tert-butyl-1H-inden-1-yl)palladium(II), [(IPr)Pd(1-tBu-Ind)Cl]

Storage

Room temperature

Shipped In

Normal

Overview

Application

Umicore CX231 is a homogeneous catalyst useful for cross-coupling reactions with arenes, Buchwald-Hartwig aminaton reactions, and Suzuki-Miyaura cross-couplings.

Storage and Stability

Do not store above 25°C (77°F). Store in a tightly closed original container under dry inert gas, protected from direct sunlight in a dry, cool and well-ventilated area.

Product class

M-P, Homogeneous Catalysts, M-C, Hazari Catalyst, Indenyl Ligands, Phosphorus Ligands - Achiral

Reaction type

Cross Coupling Reactions with Arenes, Amination, Buchwald-Hartwig Aminaton, Suzuki-Miyaura Coupling Reaction

Chemical properties

Chemical formula

C40H51ClN2Pd

Empirical formula

[(IPr)Pd(1-tBu-Ind)Cl]

Molecular weight

701.71

Metal

Pd

Theoretical metal content

15

Metal purity

99.95

Applications & references

Suzuki-Miyaura coupling reactions of various substrates using a weak base showing the significant outperformance of Umicore CX231 compared to Umicore CX31. The conversion of substrates with deactivating electron-donating groups and substituents in the ortho-positions is feasible.

Reference: ACS Catal. 2015, 5, 3680 (DOI: 10.1021/acscatal.5b00878)

Suzuki-Miyaura coupling reaction of both linear and cyclic alkyl trifluoroboronates salts and various aryl chlorides, including an example of a nitrogen-containing heterocycle.

Reference: ACS Catal. 2015, 5, 3680 (DOI: 10.1021/acscatal.5b00878)

Firstly reported Hiyama-Denmark reactions using aryl silanolates as nucleophiles as an alternative to Suzuki-Miyaura reactions.

Reference: Org. Lett. 2016, 18, 5784 (DOI: 10.1021/acs.orglett.6b02330)

Specifications

Synonyms

Umicore CX231;Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](1-tert-butyl-1H-inden-1-yl)palladium(II), [(IPr)Pd(1-tBu-Ind)Cl]

Specifications & Purity

≥99.95% metals basis

Legal Information

This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through aladdin, its affiliates or their autho

Storage

Room temperature

Shipped In

Normal

Purity

≥99.95% metals basis

Names and Identifiers

Canonical Smiles

CC(C)C1=C(C(=CC=C1)C(C)C)N2[CH-]N(C=C2)C3=C(C=CC=C3C(C)C)C(C)C.CC(C)(C)C1[C-]=CC2=CC=CC=C12.Cl[Pd+]

IUPAC Name

1,3-bis[2,6-di(propan-2-yl)phenyl]-2H-imidazol-2-ide;1-tert-butyl-1,2-dihydroinden-2-ide;chloropalladium(1+)

InChIKey

NIWJLEATKKVIDN-UHFFFAOYSA-M

INCHI

1S/C27H37N2.C13H15.ClH.Pd/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;1-13(2,3)12-9-8-10-6-4-5-7-11(10)12;;/h9-21H,1-8H3;4-8,12H,1-3H3;1H;/q2*-1;;+2/p-1

PubChem CID

139036022

Molecular Weight

701.72

Chemical and Physical Properties

• x_melt_point_char: >300 °C