1599446-26-0Relevant articles and documents
Reactivity of [K3(phen)8][Cu(NPh2) 2]3 - A possible intermediate in the copper(i)-catalyzed N-arylation of N-phenylaniline
Tseng, Chia-Kai,Lee, Chi-Rung,Tseng, Mei-Chun,Han, Chien-Chung,Shyu, Shin-Guang
, p. 7020 - 7027 (2014)
Complex [K3(phen)8][Cu(NPh2) 2]3 (1, phen = phenanthroline) was isolated from the catalytic C-N cross coupling reaction based on the CuI-phen-tBuOK catalytic system. Complex 1 can react with 4-iodotoluene to give 4-methyl-N,N- diphenylaniline (3a) in 50% yield (based on all available NPh2 - ligands of complex 1). In addition, 1 can also work as an effective catalyst for the C-N coupling reactions under the same reaction conditions, indicating that 1 may be an effective intermediate of the catalytic system. In the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), a radical scavenger, the stoichiometric reaction between complex 1 and 4-iodotoluene was significantly quenched to give a low yield of 12%. The results suggest that the radical path dominates in the reaction, with (phen)KNPh2 as the possible radical source. The structures of 1 and (phen)KNPh2 were both determined by single crystal X-ray diffraction studies.