761435

cataCXium^® A Pd G3

95%, solid

• Synonym(e): 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
• Empirische Formel (Hill-System): C₃₇H₅₂NO₃PPdS
• CAS-Nummer: 1651823-59-4
• Molekulargewicht: 728.27
• UNSPSC Code: 12352300
• PubChem Substance ID: 329766937
• NACRES: NA.22

Eigenschaften

• Produktname: cataCXium^® A Pd G3, 95%
• SMILES string: 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-;;;
• InChI key: REYVZCOGMIXVNX-DVBMAMJVSA-M
• assay: 95%
• form: solid
• feature: generation 3
• reaction suitability: 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
• greener alternative product score: old score: 16; new score: 2; Find out more about DOZN™ Scoring
• greener alternative product characteristics: Waste Prevention; Atom Economy; Safer Solvents and Auxiliaries; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• impurities: ≤3% acetone
• mp: 196-241 °C (decomposition)
• functional group: phosphine
• greener alternative category: Re-engineered
• Quality Level: 100

Beschreibung

Application

cataCXium^® A Pd G3 is a Buchwald third-generation precatalyst that can be used in:

• Direct ortho-arylation of pyridinecarboxylic acids.[1][2]
• Catalyzing Suzuki–Miyaura cross-coupling in the synthesis of 1-heteroaryl-3-azabicyclo[3.1.0]hexanes.[3]
• Palladium-catalyzed carbonylative carboperfluoroalkylation of alkynes.[4]
• Suzuki–Miyaura coupling reaction of geminal bis(boryl)cyclopropanes in the synthesis of various gem-disubstituted cyclopropanes.[5]
• Boroperfluoroalkylation of terminal alkynes.[6]
• Copper-free Sonogashira coupling reaction of aromatic halides with alkynes to form C-C bond.[7]
• Suzuki cross-coupling between organotrifluoroborate and aryl halides.[8]

For small scale and high throughput uses, product is also available as ChemBeads (928305)

General description

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.

Legal Information

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

Sicherheitshinweise

• Lagerklasse: 13 - Non Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable