• TCI B6255 887919-35-9 Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II)
  • Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II) (CAS 887919-35-9) - TCI B6255 - AMI Scientific
  • Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II) - brosur TCI: Palladium Complex Catalyzing the Suzuki-Miyaura Coupling Reactions of Heteroaryl Chlorides
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TCI

CAS 887919-35-9

Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II) TCI B6255

Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II) TCI B6255

Chemical Identity

Other names
Pd(Amphos)2Cl2 · PdCl2(Amphos)2 · Dichlorobis[di-tert-butyl(p-dimethylaminophenyl)phosphino]palladium(II)
CAS No.
887919-35-9
PubChem
CID 11714597·SID 468591001
Formula
C32H56Cl2N2P2Pd
Molecular weight
708.08 g/mol
Purity
>98.0%(T)
Storage
0-10°C
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
bis(4-ditert-butylphosphanyl-N,N-dimethylaniline);dichloropalladium
SMILES
CC(C)(C)P(C1=CC=C(C=C1)N(C)C)C(C)(C)C.CC(C)(C)P(C1=CC=C(C=C1)N(C)C)C(C)(C)C.Cl[Pd]Cl
InChIKey
DWOZNANUEDYIOF-UHFFFAOYSA-L
MDL
MDL09265123
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Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II) is a palladium(II) pre-catalyst featuring a bulky electron-rich phosphine ligand, designed for high-performance cross-coupling reactions. This compound is widely employed in Suzuki-Miyaura, Buchwald-Hartwig amination, and Heck coupling reactions to construct carbon-carbon and carbon-heteroatom bonds. It is an essential reagent for synthetic chemistry laboratories working on pharmaceutical intermediates, agrochemicals, and advanced organic materials.

Advantages (TCI brochure)

  • Air-stable powder
  • Highly active for the cross-coupling of heteroaryl chlorides as reaction substrates
  • Applicable to substrates with heteroatom-containing groups that can be catalyst poisons
  • Higher turnover numbers (TONs)

TCI brochures (PDF)

Related TCI products

From the TCI brochure

  • Suzuki-Miyaura coupling reactions of heteroaryl chlorides
  • Suzuki-Miyaura coupling of substrates with heteroatom-containing groups (thiol, amino, alkoxy amino, alkoxy)

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Data from the TCI brochure

Yield79% (3-amino-2-chloropyridine (0.8 g, 6.2 mmol) dengan 2-methylphenylboronic acid (1.2 eq), Pd(Amphos)2Cl2 1 mol%, K2CO3 (1.5 eq), toluene/H2O, 90 °C, 5 jam, atmosfer N2)
Hasil produk (2-(o-tolyl)-3-pyridinamine)0.90 g (contoh praktik TCI, sama seperti kondisi yield 79%)
Beban katalis1 mol% (contoh praktik TCI, 90 °C, K2CO3, toluene/H2O)

Source: TCI brochure RR175 (2023-02-13)

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References cited in the TCI brochure

  1. Anil S. Guram. New Catalysts for Suzuki−Miyaura Coupling Reactions of Heteroatom-Substituted Heteroaryl Chlorides The Journal of Organic Chemistry, 2007. doi:10.1021/jo070341w
  2. Anil S. Guram. 2016 Paul N. Rylander Award Address: Enabling Palladium/Phosphine-Catalyzed Cross-Coupling Reactions for Practical Applications Organic Process Research & Development, 2016. doi:10.1021/acs.oprd.6b00233

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