761435

cataCXium^® A Pd G3

95%

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₃₇H₅₂NO₃PPdS
• CAS Number: 1651823-59-4
• Molecular Weight: 728.27
• UNSPSC Code: 12352300
• PubChem Substance ID: 329766937
• NACRES: NA.22
• form: solid
• Assay: 95%

Properties

• Quality Level: 100
• 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
• 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

Description

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.

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)

Legal Information

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

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable