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Merck
CN

94905

Sigma-Aldrich

2-[Bis(2,4-di-tert-butyl-phenoxy)phosphinooxy]-3,5-di(tert-butyl)phenyl-palladium(II) chloride dimer

~12% Pd basis

Synonym(s):

Bedford Catalyst, Bis[2-(bis(2,4-di-tert-butylphenoxy)phosphino-κP-oxy)-3,5-di-tert-butylphenyl-κC]di-μ-chloro-dipalladium

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About This Item

Empirical Formula (Hill Notation):
C84H124Cl2O6P2Pd2
CAS Number:
217189-40-7
Molecular Weight:
1575.57
MDL number:
MFCD05664719
UNSPSC Code:
12352300
PubChem Substance ID:
57653589

Key Documents

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form

crystals

reaction suitability

reagent type: catalyst
core: palladium

concentration

~12% Pd

SMILES string

CC(C)(C)c1ccc(OP(Oc2ccc(cc2C(C)(C)C)C(C)(C)C)Oc3c(cc(cc3C(C)(C)C)C(C)(C)C)[Pd-]4[Cl+][Pd-]([Cl+]4)c5cc(cc(c5OP(Oc6ccc(cc6C(C)(C)C)C(C)(C)C)Oc7ccc(cc7C(C)(C)C)C(C)(C)C)C(C)(C)C)C(C)(C)C)c(c1)C(C)(C)C

InChI

1S/2C42H62O3P.2Cl.2Pd/c2*1-37(2,3)28-19-22-34(31(25-28)40(10,11)12)43-46(44-35-23-20-29(38(4,5)6)26-32(35)41(13,14)15)45-36-24-21-30(39(7,8)9)27-33(36)42(16,17)18;;;;/h2*19-23,25-27H,1-18H3;;;;/q;;2*+1;2*-1

InChI key

HPRPCQXYHQYGHY-UHFFFAOYSA-N

Application

Catalyst for:
  • Racemic and asymmetric sequential aldol condensations / addition reactions
  • Miyaura borylations
  • Lewis acid catalysis
  • Allylation of aldehydes
  • Addition reactions
  • Alkoxy- and amidocarbonylations

Other Notes

Very active catalyst for coupling reactions proceeding in high turnover; it shows good air and thermal stability

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG4641V
BCBB7695V
BCBB7695
1355115
448757/1

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Tetrahedron Letters, 39, 9793-9793 (1998)
Chemical Communications (Cambridge, England), 2095-2095 (1998)

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