Allyl[1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]chloropalladium(II) - ≥99.95% metals basis , CAS No.478980-01-7

CAS: 478980-01-7 Cat. No.: A284063 Molecular Weight: 573.55 EC Number: 663-325-2 PubChem CID: 241084215

GRADE & PURITY ≥99.95% metals basis

Synonyms

Umicore CX23;(SIPr)Pd(allyl)Cl, Allyl[1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]chloropalladium(II), Allylchloro-[1,3-bis-(2,6-diisopropylphenyl)-2-imidazolidinylidene]palladium(II), Allylchloro[1,3-bis-(2,6-diisopropylphenyl)imidazol-2-idinyli

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product class
M-P, Homogeneous Catalysts, N-Heterocyclic Carbene Ligands, M-C, Allyl Ligands, SIPr, Bidentate Ligands

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

Chemical properties

Chemical formula

C30H43N2ClPd

Empirical formula

(SIPr)Pd(allyl)Cl

Molecular weight

573.56

Metal

Pd

Theoretical metal content

19

Physical state

crystalline

Color

yellow

Metal purity

99.95

Applications & references

α-Arylation of ketones.

Reference: Org. Lett. 2002, 4, 4053 (DOI: 10.1021/ol026745m); Adv. Synth. Catal. 2012, 354, 377 (DOI: 10.1002/adsc.201100669)

Intramolecular arylamination step in the synthetic approach of cryptocarya alkaloids.

Reference: Synlett 2003, 12, 1871 (DOI: 10.1021/jo035834p)

Suzuki-Miyaura coupling reaction.

Reference: J. Org. Chem. 2004, 69, 3173

Buchwald-Hartwig coupling reactions.

Reference: J. Am. Chem. Soc. 2006, 128, 4101 (DOI: 10.1021/ja057704z)

α-Heteroarylation of ketone enolates.

Reference: J. Org. Chem. 2010, 75, 5316 (DOI: 10.1021/jo100623d)

Palladium catalyzed anaerobic oxidation of secondary alcohols under mild reaction conditions.

Reference: J. Org. Chem. 2011, 76, 1390. (DOI: 10.1021/jo102385u)

Palladium catalyzed Buchwald-Hartwig- Reaction at room temperature.

Reference: J. Am. Chem. Soc. 2006, 128, 4101. (DOI: 10.10217ja057704z)

Specifications

Synonyms

Umicore CX23;(SIPr)Pd(allyl)Cl, Allyl[1, 3-bis(2, 6-diisopropylphenyl)-2-imidazolidinylidene]chloropalladium(II), Allylchloro-[1, 3-bis-(2, 6-diisopropylphenyl)-2-imidazolidinylidene]palladium(II), Allylchloro[1, 3-bis-(2, 6-diisopropylphenyl)imidazol-2-idinyli

Specifications & Purity

≥99.95% metals basis

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99.95% metals basis

Names and Identifiers

• Pubchem Sid: 504773763
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773763
• Canonical Smiles: CC(C)c1cccc(C(C)C)c1N2CCN(c3c(cccc3C(C)C)C(C)C)\C2=[Pd](\Cl)CC=C
• InChIKey: XTJGKVQARBPTDD-UHFFFAOYSA-M
• INCHI: 1S/C27H38N2.C3H5.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;1-3-2;;/h9-14,18-21H,15-16H2,1-8H3;3H,1-2H2;1H;/q;;;+1/p-1
• WGK Germany: 3
• PubChem CID: 241084215
• Molecular Weight: 573.55

Chemical and Physical Properties

• Melt Point(°C): 206-210 °C