172041-91-7Relevant academic research and scientific papers
Cu(II)-Catalyzed Construction of Heterobiaryls using 1-Diazonaphthoquinones: A General Strategy for the Synthesis of QUINOX and Related P,N Ligands
Biswas, Aniruddha,Pan, Subarna,Samanta, Rajarshi
, p. 1631 - 1636 (2022/03/14)
An efficient and straightforward method was developed for the synthesis of heterobiaryls using easily available N-oxides and diazonaphthoquinones under cheap Cu(II) catalysis. The developed method offered QUINOX and related congeners in a simple manner. A wide scope of important heterobiaryls was achieved with high site selectivity. The synthesized naphthols were transformed into the privileged related P,N ligands. Suitable resolution methods can directly afford the corresponding axially chiral heterobiaryls.
Synthesis and Chemistry of a New P-N Chelating Ligand; (R) and (S)-6-(2'-Diphenylphosphino-1'-naphthyl)phenanthridine
Valk, Jean-Marc,Claridge, Timothy D. W.,Brown, John M.,Hibbs, David,Hursthouse, Michael B.
, p. 2597 - 2610 (2007/10/03)
A synthesis of the title phosphinamine (PHENAP) is described, following previously established methodology.Resolution via the C,N-palladocycle derived from (R)-N,N-dimethyl-α-methyl-1-naphthylamine led to two crystallographically defined complexes with the (R,S)-form posessing a chelated ligand and the (R,R)-form open with only the phosphine coordinated.Palladium allyl complexes of the ligand were strikingly different from those of the corresponding isoquinoline ligand QUINAP, and the differences could be rationalised by recourse to molecular models, with the additional fused arene ring of PHENAP playing a critical part in defining the coordination sphere through its steric pressure.A brief appraisal of Pd-catalysed allylic alkylation reactions was performed with the new ligand.
