379670

Sigma-Aldrich

1,1′-Bis(diphenylphosphino)ferrocenedichloropalladium(II), complex with dichloromethane

Synonym(s):
Pd(dppf)Cl2 · CH2Cl2, 1,1′-Bis(diphenylphosphino)ferrocenedichloropalladium(II) (1:1), Pd(dppf)Cl2 · DCM
Empirical Formula (Hill Notation):
C35H30Cl4FeP2Pd
CAS Number:
Molecular Weight:
816.64
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

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

mp

275-280 °C

SMILES string

Fe.ClCCl.ClPdCl.CH1CHCHC(CH1)P(c2ccccc2)c3ccccc3.CH4CHCHC(CH4)P(c5ccccc5)c6ccccc6

InChI

1S/2C17H14P.CH2Cl2.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;2-1-3;;;;/h2*1-14H;1H2;2*1H;;/q;;;;;;+2/p-2

InChI key

CWHRHCATIKFSND-UHFFFAOYSA-L

Looking for similar products? Visit Product Comparison Guide

Packaging

1, 5, 25, 250 g in glass bottle

Analysis Note

Catalyst employed in the borylation of aryl halides with Bis(pinacolato)diboron(473294) as well as the coupling of the derived arylboronic esters with aryl halides leading to biaryls. Also used in the synthesis of lactams by CO insertion and medium-ring aryl ethers by intramolecular coupling of an aryl halide with an alcohol.

Pictograms

Exclamation mark

Signal Word

Warning

Target Organs

Respiratory system

Hazard Codes

Xn

Risk Statement

20/21/22-36/37/38-40-48/20/22-67

Safety Statement

26-36/37

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Tetrahedron, 62, 2006-2006 (2006)
Songnian Lin et al.
Journal of the American Chemical Society, 126(20), 6347-6355 (2004-05-20)
A full account of the total syntheses of proteasome inhibitors TMC-95A and -B is provided. A key feature of the syntheses involved installation of a cis-propenylamide moiety by a thermal rearrangement of an alpha-silylallyl amide. The scope and mechanism of...
Tetrahedron, 62, 9002-9002 (2006)
Barry M Trost et al.
Organic letters, 6(11), 1745-1748 (2004-05-21)
An asymmetric synthesis of the benzazocine core of FR900482 has been achieved in 15 steps from 3,5-dinitro-p-toluic acid. Key features of the synthesis include an enantioselective N-methylephedrine-mediated zinc acetylide addition to a highly enolizable arylacetaldehyde and a novel Pd-catalyzed carbonylative...
Articles
A variety of transition-metal catalysts for the Suzuki coupling reaction are now available in our catalog. The majority of these catalysts are palladium- and nickelbased, typically utilizing phosphine-derived ligands.
Read More

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.