Chlorophenylallyl[1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]palladium(II) - ≥99.95% metals basis , CAS No.884879-24-7

CAS: 884879-24-7 Cat. No.: C293924 Molecular Weight: 649.64 EC Number: 664-463-6 PubChem CID: 155885080

GRADE & PURITY ≥99.95% metals basis

Synonyms

884879-24-7|MFCD09265339|Chloro[(1,2,3-h)-3-phenyl-2-propenyl][1,3-bis(2,6-diisopropylphenyl)-4,5-di-H-imidazol-2-ylidene]palladium(II)

Storage

Room temperature

Shipped In

Normal

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, Suzuki-Miyaura Coupling Reaction

Chemical properties

Chemical formula

C36H47N2ClPd

Empirical formula

(SIPr)Pd(cinnamyl)Cl

Molecular weight

649.65

Metal

Pd

Theoretical metal content

16

Physical state

crystalline

Color

pale yellow

Metal purity

99.95

Applications & references

Suzuki-Miyaura coupling reaction step in the total synthesis of GPRP52 agonist, a preventive and therapeutic agent for schizophrenia.

Reference: WO2010 0188874

Buchwald-Hartwig coupling reactions

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

Cyclopentannulation of diazabicycles

Reference: Org. Lett. 2010, 12, 5422 (DOI:10.1021/ol050895q)

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

884879-24-7 | MFCD09265339 | Chloro[(1, 2, 3-h)-3-phenyl-2-propenyl][1, 3-bis(2, 6-diisopropylphenyl)-4, 5-di-H-imidazol-2-ylidene]palladium(II)

Specifications & Purity

≥99.95% metals basis

Legal Information

Product of Umicore

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)N2CC[N+](=[C-]2)C3=C(C=CC=C3C(C)C)C(C)C.C=C[CH]C1=CC=CC=C1.Cl[Pd+]
• InChIKey: RYSQOEMHCPJAGB-UHFFFAOYSA-M
• INCHI: 1S/C27H38N2.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;;/h9-14,18-21H,15-16H2,1-8H3;2-8H,1H2;1H;/q;;;+2/p-1
• Isomeric SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2CC[N+](=[C-]2)C3=C(C=CC=C3C(C)C)C(C)C.C=C[CH]C1=CC=CC=C1.Cl[Pd+]
• WGK Germany: 3
• PubChem CID: 155885080
• Molecular Weight: 649.64

Chemical and Physical Properties

• Melt Point(°C): 127-130 °C