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Merck

761435

Sigma-Aldrich

cataCXium® A Pd G3

greener alternative

95%

Sinónimos:

Mesylate[(di(1-adamantyl)-n-butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II), [(Di(1-adamantyl)-butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, cataCXium-A-Pd-G3

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About This Item

Fórmula empírica (notación de Hill):
C37H52NO3PPdS
Número de CAS:
Peso molecular:
728.27
Código UNSPSC:
12352300
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Ensayo

95%

Formulario

solid

Características

generation 3

idoneidad de la reacción

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

puntuación de productos alternativos más sostenibles

old score: 16
new score: 2
Find out more about DOZN™ Scoring

características de los productos alternativos más sostenibles

Waste Prevention
Atom Economy
Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

impurezas

≤3% acetone

mp

196-241 °C (decomposition)

grupo funcional

phosphine

categoría alternativa más sostenible

cadena SMILES

CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CCCCP([C@@]34C[C@@H]5C[C@@H](C[C@@H](C5)C3)C4)[C@@]67C[C@@H]8C[C@@H](C[C@@H](C8)C6)C7

InChI

1S/C24H39P.C12H10N.CH4O3S.Pd/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h17-22H,2-16H2,1H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1/t17-,18+,19-,20-,21+,22-,23-,24-;;;

Clave InChI

REYVZCOGMIXVNX-DVBMAMJVSA-M

Descripción general

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Safer Solvents and Auxiliaries” and “Atom Economy”. Click here to view its DOZN scorecard.

Aplicación

cataCXium® A Pd G3 is a Buchwald third-generation precatalyst that can be used in:
  • Direct ortho-arylation of pyridinecarboxylic acids.
  • Catalyzing Suzuki–Miyaura cross-coupling in the synthesis of 1-heteroaryl-3-azabicyclo[3.1.0]hexanes.
  • Palladium-catalyzed carbonylative carboperfluoroalkylation of alkynes.
  • Suzuki–Miyaura coupling reaction of geminal bis(boryl)cyclopropanes in the synthesis of various gem-disubstituted cyclopropanes.
  • Boroperfluoroalkylation of terminal alkynes.
  • Copper-free Sonogashira coupling reaction of aromatic halides with alkynes to form C-C bond.
  • Suzuki cross-coupling between organotrifluoroborate and aryl halides.
For small scale and high throughput uses, product is also available as ChemBeads (928305)

Información legal

cataCXium is a registered trademark of Umicore AG & Co. KG

Código de clase de almacenamiento

13 - Non Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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Visite la Librería de documentos

Copper-free Sonogashira cross-coupling reactions: an overview
Mohajer F, et al.
Royal Society of Chemistry Advances, 11, 6885-6925 (2021)
Construction of 1-Heteroaryl-3-azabicyclo [3.1. 0] hexanes by sp3-sp2 Suzuki-Miyaura and Chan-Evans-Lam Coupling Reactions of Tertiary Trifluoroborates.
Harris MR, et al.
Organic Letters, 19(9), 2450-2453 (2017)
A Modular Approach to the Synthesis of gem-Disubstituted Cyclopropanes.
Harris MR, et al.
Organic Letters, 20(10), 2867-2871 (2018)
The use of carboxylic acids as traceless directing groups for regioselective C-H bond functionalisation.
Font M and Quibell
Chemical Communications (Cambridge, England), 53(41), 5584-5597 (2017)
Pd-catalyzed boroperfluoroalkylation of alkynes opens a route to one-pot reductive carboperfluoroalkylation of alkynes with perfluoroalkyl and aryl iodides
Domannski S, et al.
Organic Letters, 13, 5021-5025 (2019)

Artículos

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form.

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

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