117638-93-4Relevant academic research and scientific papers
Green alternative solvents for the copper-catalysed arylation of phenols and amides
Sambiagio, Carlo,Munday, Rachel H.,John Blacker,Marsden, Stephen P.,McGowan, Patrick C.
, p. 70025 - 70032 (2016)
Investigation of the use of green organic solvents for the Cu-catalysed arylation of phenols and amides is reported. Alkyl acetates proved to be efficient solvents in the catalytic processes, and therefore excellent alternatives to the typical non-green solvents used for Cu-catalysed arylation reactions. Solvents such as isosorbide dimethyl ether (DMI) and diethyl carbonate also appear to be viable possibilities for the arylation of phenols. Finally, a novel copper catalysed acyl transfer process is reported.
Picolinamides as effective ligands for copper-catalysed aryl ether formation: Structure-activity relationships, substrate scope and mechanistic investigations
Sambiagio, Carlo,Munday, Rachel H.,Marsden, Stephen P.,Blacker, A. John,McGowan, Patrick C.
supporting information, p. 17606 - 17615 (2015/02/05)
The use of picolinic acid amide derivatives as an effective family of bidentate ligands for copper-catalysed aryl ether synthesis is reported. A fluorine-substituted ligand gave good results in the synthesis of a wide range of aryl ethers. Even bulky phenols, known to be very challenging substrates, were shown to react with aryl iodides with excellent yields using these ligands. At the end of the reaction, the first examples of end-of-life Cu species were isolated and identified as CuII complexes with several of the anionic ligands tested. A preliminary mechanistic investigation is reported that suggests that the substituents on the ligands might have a crucial role in determining the redox properties of the metal centre and, consequently, its efficacy in the coupling process. An understanding of these effects is important for the development of new efficient and tunable ligands for copper-based chemistry.
Highly efficient copper catalytic system for the O-arylation of phenol with iodoarene
Cheng, An-Yi,Hsieh, Jen-Chieh
supporting information; experimental part, p. 71 - 75 (2012/01/31)
An efficient Cu-catalyzed O-arylation was carried out by involving phenols with iodoarenes to afford various substituted diarylether derivatives with tiny loading of Cu2O and 1H-imidazole-4-carboxylic acid as catalytic system under mild conditions, which provided good to excellent yields with good tolerance of functional groups.
