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799661

Sigma-Aldrich

Fe/ppm Pd for Suzuki-Miyaura Cross-Couplings

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About This Item

EC Number:
UNSPSC Code:
12161600

form

powder, crystals or chunks

reaction suitability

core: iron
reaction type: Cross Couplings
reagent type: catalyst

Application

Nanoparticles (NPs) of this material contain parts per million (ppm) levels of Pd. The NPs can catalyze Suzuki-Miyaura (SM) reactions, including cases involving highly challenging reaction partners. Nano micelles are employed to both solubilize and deliver the reaction partners to the Fe/ppm Pd catalyst resulting in C-C bond formation.

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Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Sachin Handa et al.
Science (New York, N.Y.), 349(6252), 1087-1091 (2015-09-05)
Most of today's use of transition metal-catalyzed cross-coupling chemistry relies on expensive quantities of palladium (Pd). Here we report that nanoparticles formed from inexpensive FeCl3 that naturally contains parts-per-million (ppm) levels of Pd can catalyze Suzuki-Miyaura reactions, including cases that
Switching from organic solvents to water at an industrial scale.
Parmentier M, et al.
Current opinion in green and sustainable chemistry., 7, 13-17 (2017)
When Does Organic Chemistry Follow Nature?s Lead and ?Make the Switch?.
Lipshutz B H
The Journal of Organic Chemistry, 82(6), 2806-2816 (2017)
New surfactants for chemistry in water.
Krause N
Current opinion in green and sustainable chemistry., 7, 18-22 (2017)

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Prof. Bruce Lipshutz and co-workers have developed designer surfactants to allow several classes of transformations (e.g. Suzuki-Miyaura, Olefin Metathesis, 1,4-Addition to Enones, etc.) to be performed in water.

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