162476-91-7

Basic information

• Product Name: [(1,1′-bis(diphenylphosphino)ferrocene)Ni⁽⁰⁾(1,5-cyclooctadiene)]
• Synonyms: [(1,1′-bis(diphenylphosphino)ferrocene)Ni⁽⁰⁾(1,5-cyclooctadiene)]
• CAS NO: 162476-91-7
• Molecular Weight: 721.264
• Mol File: 162476-91-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: [(1,1′-bis(diphenylphosphino)ferrocene)Ni⁽⁰⁾(1,5-cyclooctadiene)](CAS DataBase Reference)
• NIST Chemistry Reference: [(1,1′-bis(diphenylphosphino)ferrocene)Ni⁽⁰⁾(1,5-cyclooctadiene)](162476-91-7)
• EPA Substance Registry System: [(1,1′-bis(diphenylphosphino)ferrocene)Ni⁽⁰⁾(1,5-cyclooctadiene)](162476-91-7)

Safety Data

• Hazardous Substances Data: 162476-91-7(Hazardous Substances Data)

Upstream product

• 67292-34-6 [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride 
• 5259-72-3 cyclo-octa-1,5-diene 
• 7031-93-8 2,2,6,6-tetramethylpiperidin-1-ol 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 12150-46-8 1,1'-bis-(diphenylphosphino)ferrocene 
• 83864-14-6 nickel dichloride 
• 1295-35-8 bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ 

Downstream Products

• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 637-50-3 1-phenylpropene 
• 100-42-5 styrene 

Relevant articles and documents

Asymmetric Allylic Alkylation of β-Ketoesters via C-N Bond Cleavage of N-Allyl-N-methylaniline Derivatives Catalyzed by a Nickel-Diphosphine System

Nickel complexes bearing chiral diphosphine ligands, such as (S)-Tol-MeO-BIPHEP and (S)-H8-BINAP, serve as efficient catalysts for asymmetric allylic alkylation (AAA) of β-ketoesters, using allylic amines as allyl sources. The reactions proceed with high catalytic activity and high enantioselectivity. N-Methyl-N-phenyl allylic amines were indispensable to achieve the high catalytic activity, to achieve the high enantioselectivity, and to expand the substrate scope to 5-and 7-membered β-ketoesters, whose nickel-catalyzed AAA with allylic alcohols results in low enantioselectivity. On the basis of the kinetics using a catalyst system made of Ni(cod)2 and (S)-Tol-MeO-BIPHEP, and DFT calculations for the reaction pathway of the AAA reaction mediated by an isolated olefin-coordinated nickel-DPPF complex 4b, we propose a mechanism where protonation of the nitrogen atom of the coordinating allylic amine by β-ketoester is key to cleaving the C-N bond and delivering a cationic π-allyl nickel(II) intermediate.

Advancing Base-Metal Catalysis: Development of a Screening Method for Nickel-Catalyzed Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heterocycles

Interest in replacing palladium catalysts with base metals resulted in the development of a 24-reaction screening platform for identifying nickel-catalyzed Suzuki-Miyaura reaction conditions. This method was designed to be directly applicable to process s

Electronic Effect of Ligands on the Stability of Nickel-Ketene Complexes

Electronically variant (dppf)Ni(ketene) complexes were synthesized and characterized to perform kinetic analysis on their decomposition through a decarbonylation/disproportion process to Ni-CO complexes and alkenes. Ligands containing electron-donating groups stabilized such complexes, whereas an electron-withdrawing group was found to destabilize them. Hammett analysis on the decomposition reaction revealed the buildup of negative charges in the rate-determining step, which corroborates past computational models.