936979

rac-BINAP Pd G3 ChemBeads

• Synonym(s): [2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][[2′-(diphenylphosphino)[1,1′-binaphthalen]-2-yl]diphenylphosphine-κP](methanesulfonato-κO)- palladium
• Empirical Formula (Hill Notation): C₅₇H₄₅NO₃P₂PdS
• CAS Number: 2151915-22-7
• Molecular Weight: 992.40
• MDL number: MFCD28144629
• UNSPSC Code: 12352100

Properties

• form: solid
• Quality Level: 100
• composition: loading of catalyst, 4-6 wt. %
• reaction suitability: core: palladium; 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; reagent type: catalyst
• SMILES string: NC1=C(C2=CC=CC=C2[Pd]OS(C)(=O)=O)C=CC=C1.C34=CC=CC=C3C=CC(P(C5=CC=CC=C5)C6=CC=CC=C6)=C4C7=C(P(C8=CC=CC=C8)C9=CC=CC=C9)C=CC%10=C7C=CC=C%10>>
• InChI: InChI=1S/C44H32P2.C12H10N.CH4O3S.Pd/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h1-32H;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1
• InChI key: BVYJEOTVUJMCBM-UHFFFAOYSA-M

Description

General description

rac-BINAP-Pd-G3 ChemBeads are a third generation (G3) Buchwald precatalyst on glass beads. It is an air, moisture and thermally-stable precatalyst and is highly soluble in a wide range of common organic solvents. It has long life in solutions. rac-BINAP-Pd-G3 ChemBeads are an excellent reagent for palladium catalyzed cross-coupling reactions. Some of thier unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio, relative to earlier generations of Buchwald precatalysts.

Application

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.For general uses, product is also available in powdered form (804967)

Features and Benefits

For feature and benefits, please visit the technical article on Buchwald G3 Precatalysts. https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/cross-coupling/g3-and-g4-buchwald-precatalysts

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable