747130

Josiphos SL-J009-1 Pd G3

• Synonyme(s) : Josiphos SL-J009-1-G3-palladacycle, {(R)-1-[(Sp)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine}[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate
• Formule empirique (notation de Hill): C₄₅H₆₅FeNO₃P₂PdS
• Numéro CAS: 1702311-34-9
• Poids moléculaire : 924.28
• Numéro MDL: MFCD27978424
• Code UNSPSC : 12161600
• ID de substance PubChem : 329765813
• Nomenclature NACRES : NA.22

Propriétés

• Forme: solid
• Niveau de qualité: 100
• Caractéristiques: generation 3
• Pertinence de la réaction: core: palladium; reagent type: catalyst
• Capacité de réaction: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Cross Couplings; 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
• Pf: 180-186 °C
• Groupe fonctionnel: phosphine
• Chaîne SMILES: NC1=C(C=CC=C1)C2=C([Pd]OS(C)(=O)=O)C=CC=C2.C[C@@H](P(C(C)(C)C)C(C)(C)C)[C]3[C](P(C4CCCCC4)C5CCCCC5)[C][C][C]3.[C]6[C][C][C][C]6.[Fe]
• InChI: 1S/C27H47P2.C12H10N.C5H5.CH4O3S.Fe.Pd/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-2-4-5-3-1;1-5(2,3)4;;/h14,19-23H,8-13,15-18H2,1-7H3;1-6,8-9H,13H2;1-5H;1H3,(H,2,3,4);;/q;;;;;+1/p-1/t21-;;;;;/m1...../s1
• Clé InChI: GJFJVCUFUWXFEB-RPDSBUJNSA-M

Description

Description générale

Josiphos SL-J009-1 Pd G3 (Josiphos SL-J009-1-G3-palladacycle) is a modified G3 precatalyst (G3′). It has been synthesized by Buchwald and coworkers from second generation (G2) precatalyst by methylation of the amino group present on biphenyl backbone. It is a useful catalyst for various cross-coupling reactions. G3 precatalysts are versatile catalysts. They have long life in solution and are readily soluble in various organic solvents. G3- precatalysts have been employed in various C-N bond forming reactions.

Application

• Total Syntheses of N-Paspaline and N-Emindole PB: Discusses the use of various catalysts including RuPhos and Josiphos ligands for synthesizing complex molecular structures (Radical-Polar Crossover Cyclizations, 2020).


• Unprotected Indazoles Are Resilient to Ring-Opening Isomerization: A Case Study on Catalytic C-S Couplings in the Presence of Strong Base: Utilizes Josiphos SL-J009-1 Pd-G3 for catalytic C-S coupling reactions under strong base conditions (The Journal of Organic Chemistry, 2017).


• Synthesis and characterization of an isopropylBippyPhos precatalyst: Compares various phosphine ligands including XPhos and Josiphos for catalytic activity in organic syntheses (Tetrahedron, 2022).


• Novel quorum sensing inhibitors targeting PqsR: Mentions the experimental use of Josiphos ligands in the synthesis of potential pharmaceutical compounds (2020, University of Saarland).

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable