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753246

Sigma-Aldrich

RuPhos Pd G2

Synonym(e):

2nd Generation RuPhos Precatalyst, Chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II), RuPhos-Pd-G2

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About This Item

Empirische Formel (Hill-System):
C42H53ClNO2PPd
CAS-Nummer:
Molekulargewicht:
776.72
MDL-Nummer:
UNSPSC-Code:
12161600
PubChem Substanz-ID:
NACRES:
NA.22

Form

solid

Leistungsmerkmale

generation 2

Eignung der Reaktion

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
reaction type: Cross Couplings

mp (Schmelzpunkt)

195-197 °C

Funktionelle Gruppe

phosphine

SMILES String

Nc1ccccc1-c2ccccc2[Pd]Cl.CC(C)Oc3cccc(OC(C)C)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6

InChI

1S/C30H43O2P.C12H10N.ClH.Pd/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;/h11-13,18-25H,5-10,14-17H2,1-4H3;1-6,8-9H,13H2;1H;/q;;;+1/p-1

InChIKey

VPDRBFBKNSFRSS-UHFFFAOYSA-M

Allgemeine Beschreibung

RuPhos Pd G2 is a second generation (G2) precatalyst containing a biphenyl-based ligand. Product participates in various palladium catalyzed cross-coupling reactions, C-C, C-N, and C-O bond formation reactions and Suzuki-Miyaura coupling reactions. It generates active Pd catalyst at room temperature in the presence of weak phosphate or carbonate bases.

Anwendung

RuPhos Pd G2 may be employed as precatalyst in the preparation of fluoro-substituted diazatetracenes and diazapentacenes, via Pd-catalyzed aryl amination reaction.

Sonstige Hinweise

May contain <1% acetone.

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Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Jonas Schwaben et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(39), 13758-13771 (2015-08-08)
Non-symmetrical 6,13-disubstituted pentacenes bearing trifluoromethyl and aryl substituents have been synthesized starting from pentacenequinone. Diazapentacenes with a variety of fluorine substituents were prepared either via a Hartwig-Buchwald aryl amination route or by a SNAr strategy. As a result of a

Artikel

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

All contents in the foil bag are weighed, plated, packed, and sealed in a glove box under nitrogen.

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