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36037

Sigma-Aldrich

2′-(Dimethylamino)-2-biphenylyl-palladium(II) chloride Dinorbornylphosphine complex

≥99.0% (C)

Synonym(s):

Chloro-[2′-(dimethylamino)-2-biphenylyl]-(dinorbornylphosphine)-palladium, SK-CC01-A

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About This Item

Empirical Formula (Hill Notation):
C28H37ClNPPd
CAS Number:
359803-53-5
Molecular Weight:
560.45
MDL number:
MFCD03427335
UNSPSC Code:
12161600
PubChem Substance ID:
57649461
NACRES:
NA.22

Quality Level

100

Assay

≥99.0% (C)

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

160-170 °C (dec.) (lit.)

SMILES string

C1C[C@@H]2C[C@H]1CC2PC3C[C@@H]4CC[C@H]3C4.CN(C)c5ccccc5-c6ccccc6[Pd]Cl

InChI

1S/C14H14N.C14H23P.ClH.Pd/c1-15(2)14-11-7-6-10-13(14)12-8-4-3-5-9-12;1-3-11-5-9(1)7-13(11)15-14-8-10-2-4-12(14)6-10;;/h3-8,10-11H,1-2H3;9-15H,1-8H2;1H;/q;;;+1/p-1/t;9-,10+,11+,12-,13?,14?;;

InChI key

YMZCYRNVJBOOCT-SBADXZPPSA-M

Related Categories

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Highly reactive, air and moisture stable palladium catalyst for C-C and C-N coupling reactions, e.g. Suzuki coupling, Heck reaction etc

Legal Information

sold in collaboration with Solvias AG

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD1002
BCBR6621V
BCBL9129V
BCBK2522V
BCBH8681V

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Jean-Philippe Ebran et al.
Journal of the American Chemical Society, 129(21), 6931-6942 (2007-05-04)
A catalyst system was identified which promotes the Heck coupling of nonactivated vinyl phosphates with electron deficient alkenes providing a new entry to diene products from simple and readily accessible starting materials. In contrast to our earlier work exploiting P(t-Bu)3
A. Indolese, A. Schnyder
Eur. Pat. Appl. (2001)
A new generation of air stable, highly active Pd complexes for C--C and C--N coupling reactions with aryl chlorides.
Anita Schnyder et al.
Angewandte Chemie (International ed. in English), 41(19), 3668-3671 (2002-10-09)
S.C. Stinson
Chemical and Engineering News, october 29, 23-23 (2001)

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