901166

cis-[2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl](2-methylphenyl)nickel(II) chloride

powder or solid

• Synonym(s): cis-((S)-BINAP)Ni(o-tolyl)Cl
• Empirical Formula (Hill Notation): C₅₁H₃₉ClNiP₂
• CAS Number: 1594113-05-9
• Molecular Weight: 807.95
• MDL number: MFCD31619190
• UNSPSC Code: 12161600
• NACRES: NA.22

Properties

• Product Name: cis-[2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl](2-methylphenyl)nickel(II) chloride,
• SMILES string: Cl[Ni]1(P(C2=C([H])C([H])=C([H])C([H])=C2[H])(C3=C([H])C([H])=C([H])C([H])=C3[H])C(C([H])=C4[H])=[C@@]([C@@]5=C(P1(C6=C([H])C([H])=C([H])C([H])=C6[H])C7=C([H])C([H])=C([H])C([H])=C7[H])C([H])=C([H])C8=C5C([H])=C([H])C([H])=C8[H])C9=C4C([H])=C([H])C([H])=C
• form: powder or solid
• reaction suitability: core: nickel; reaction type: Cross Couplings; reagent type: catalyst
• mp: >300 °C
• Quality Level: 100

Description

Application

The following Ni-complex is an air-stable precatalyst for various Ni-catalyzed reactions which normally require Ni(cod)₂, however, this precatalyst will not require any glovebox or schlenk techniques that must be followed with Ni(cod)₂. Rates are enhanced and selectivity is maintained when compared to the same reaction with Ni(cod)₂.

Legal Information

Patent application PCT/US2014/064565. Sold under license from the Massachusetts Institute of Technology.

Other Notes

• Technology Spotlight: Jamison Nickel (II) Precatalysts
• A Broadly Applicable Strategy for Entry into Homogeneous Nickel(0) Catalysts from Air-Stable Nickel(II) Complexes

Safety Information

• Storage Class: 4.1B - Flammable solid hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable