[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloro[3-phenylallyl]palladium(II), Chlorophenylallyl[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]palladium (II) - ≥98% , CAS No.884879-23-6

CAS: 884879-23-6 Cat. No.: C284015 Molecular Weight: 647.63 EC Number: 623-050-0

GRADE & PURITY ≥98%

Synonyms

Umicore CX31;CX 31

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Application

• Catalyst for Suzuki coupling

• Catalyst for Buchwald-Hartwig amination reaction

Catalyst for: Suzuki-Miyaura couplings Buchwald-Hartwig couplings Catalyst for Suzuki coupling (eq. 1) Catalyst for Buchwald-Hartwig amination reaction (eq. 2)

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

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

Chemical properties

Chemical formula

C35H45N2ClPd

Empirical formula

[(IPr)Pd(cinnamyl)Cl]

Molecular weight

647.63

Metal

Pd

Theoretical metal content

16

Physical state

crystalline

Color

pale yellow

Metal purity

99.95

Applications & references

Suzuki-Miyaura coupling reactions at low catalyst loadings.

Reference: J. Am. Chem. Soc. 2006, 128, 4101 (DOI: 10.1021/ja057704z); Chem. Eur. J. 2006, 12, 5142 (DOI: 10.1002/chem.200600283)

Buchwald-Hartwig coupling reactions. 

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

Suzuki-Miyaura coupling reactions in water facilitated by non-ionic amphiphiles.

Reference: Org. Lett. 2008, 10, 13331 (DOI: 10.1021/ol702714y)

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

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

Suzuki-Miyaura cross coupling of aryl chlorides at very low Palladium catalyst loadings.

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

Palladium catalyzed Buchwald-Hartwig- Reaction at room temperature.

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

Specifications

Synonyms

Umicore CX31;CX 31

Specifications & Purity

≥98%

Legal Information

Product of Umicore

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

≥98%

Names and Identifiers

• Canonical Smiles: [CH2][CH][CH]c1ccccc1.CC(C)c2cccc(C(C)C)c2N3C=CN(\C3=[Pd]/Cl)c4c(cccc4C(C)C)C(C)C
• InChIKey: RWGNZUQSYXTZIX-UHFFFAOYSA-M
• INCHI: 1S/C27H36N2.C9H9.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;1-2-6-9-7-4-3-5-8-9;;/h9-16,18-21H,1-8H3;2-8H,1H2;1H;/q;;;+1/p-1
• WGK Germany: 3
• Molecular Weight: 647.63

Chemical and Physical Properties

• Melt Point(°C): 205-208 °C