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Merck
CN

727733

[2,6-Bis[(di-1-piperidinylphosphino)amino]phenyl]palladium(II) chloride

≥98.0% (AT)

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About This Item

Empirical Formula (Hill Notation):
C26H45ClN6P2Pd
CAS Number:
955035-37-7
Molecular Weight:
645.50
UNSPSC Code:
12352300
PubChem Substance ID:
329764343
MDL number:
MFCD17019351

Key Documents

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InChI

1S/C26H45N6P2.ClH.Pd/c1-5-16-29(17-6-1)33(30-18-7-2-8-19-30)27-25-14-13-15-26(24-25)28-34(31-20-9-3-10-21-31)32-22-11-4-12-23-32;;/h13-15,27-28H,1-12,16-23H2;1H;/q;;+1/p-1

SMILES string

Cl[Pd]c1c(NP(N2CCCCC2)N3CCCCC3)cccc1NP(N4CCCCC4)N5CCCCC5

InChI key

CSXBAGCRLXPPDX-UHFFFAOYSA-M

assay

≥98.0% (AT)

form

lumps

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, 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

Application

Palladium catalyst for CC coupling reactions
  • Performs Suzuki reactions at low loadings
  • High activity at ppm levels for Heck reactions and Sonogashira couplings

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315

Hazard Classifications

Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBC5418V
BCBC5418

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Bolliger, J. L. and Frech,C. M.,
Advanced Synthesis & Catalysis, 352, 1075-1080 (2010)
Short, facile, and high-yielding synthesis of extremely efficient pincer-type suzuki catalysts bearing aminophosphine substituents.
Jeanne L Bolliger et al.
Angewandte Chemie (International ed. in English), 46(34), 6514-6517 (2007-07-27)
Aminophosphine palladium pincer complexes for Suzuki and Heck reactions.
Bolliger, J. L., and Frech, C. M.
Chimia, 63, 23-23 (2009)
Jeanne L Bolliger et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(26), 7969-7977 (2008-07-12)
The aminophosphine-based pincer complexes [C6H3-2,6-(XP(piperidinyl)2)2Pd(Cl)] (X=NH 1; X=O 2) are readily prepared from cheap starting materials by sequential addition of 1,1',1''-phosphinetriyltripiperidine and 1,3-diaminobenzene or resorcinol to solutions of [Pd(cod)(Cl)2] (cod=cyclooctadiene) in toluene under N2 in "one pot". Compounds 1 and
Bolliger, J. L. and Frech,C. M.
Advanced Synthesis & Catalysis, 351, 891-902 (2009)
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