804967

rac-BINAP-Pd-G3

95%

• 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
• UNSPSC Code: 12161600
• PubChem Substance ID: 329768912
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: solid
• feature: generation 3
• reaction suitability: core: palladium; 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
• mp: 175-180 °C
• functional group: phosphine
• SMILES string: CS(O[Pd-2]1([P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=C(C5=C6C(C=CC=C6)=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9C=C4)C%10=C(C%11=C([NH2+]1)C=CC=C%11)C=CC=C%10)(=O)=O
• 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 is a third generation (G3) Buchwald precatalyst. t is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. rac-BINAP-Pd-G3 is an excellent reagent for palladium catalyzed cross-coupling reactions. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio. It

Application

Pd precatalyst for cross-coupling

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable