74447-73-7Relevant academic research and scientific papers
A deacetylation-diazotation-coupling sequence: Palladium-catalyzed C-C bond formation with acetanilides as formal leaving groups
Schmidt, Bernd,Berger, Rene
supporting information, p. 463 - 476 (2013/05/08)
Acetanilides can be deacetylated and diazotized in situ, and subsequently used in Pd-catalyzed coupling reactions without isolation of the diazonium intermediate. Heck reactions, Suzuki crosscoupling reactions, and a Pd-catalyzed [2+2+1] cycloaddition hav
Gold-catalyzed direct arylation
Ball, Liam T.,Lloyd-Jones, Guy C.,Russell, Christopher A.
, p. 1644 - 1648,5 (2020/08/24)
Biaryls (two directly connected aromatic rings, Ar1-Ar 2) are common motifs in pharmaceuticals, agrochemicals, and organic materials. Current methods for establishing the Ar1-Ar2 bond are dominated by the cross-coupling of aryl halides (Ar1-X) with aryl metallics (Ar2-M). We report that, in the presence of 1 to 2 mole percent of a gold catalyst and a mild oxidant, a wide range of arenes (Ar1-H) undergo site-selective arylation by arylsilanes (Ar 2-SiMe3) to generate biaryls (Ar1-Ar 2), with little or no homocoupling (Ar1-Ar 1/Ar2-Ar2). Catalysis proceeds at room temperature and tolerates a broad range of functional groups, including those incompatible with cross-coupling. These features expedite biaryl preparation, as demonstrated by synthesis of the nonsteroidal anti-inflammatory diflunisal.
Solid-supported cross-coupling catalysts derived from homogeneous nickel and palladium coordination complexes
Phan, Nam T.S.,Brown, David H.,Adams, Harry,Spey, Sharon E.,Styring, Peter
, p. 1348 - 1357 (2007/10/03)
Solid-supported catalysts derived from homogeneous nickel(II) and palladium(II) non-symmetrical salen-type coordination complexes have been prepared and shown to be effective in the heterogeneous catalysis of carbon-carbon cross-coupling reactions. The nickel catalyst has been used in room-temperature Tamao-Kumada-Corriu reactions and the palladium catalyst in the Heck reaction at elevated temperatures. The complexes were prepared by improved methods and characterised by spectroscopic techniques. Comparisons between the solid-supported catalysts and their homogeneous analogues are reported. The single-crystal structure determination of the nickel and palladium complexes [M(salenac-OH)] [M= Ni, Pd; salenac-OH = 9-(2′,4′-dihydroxyphenyl)- 5,8-diaza-4-methylnona-2,4,8-trienato](2-)] is reported.
1,3,5-Tris[(2-hydroxy-3,5-diphenyl)phenyl]benzene and its phenoxyl radicals
Deckert-Gaudig, Tanja,Huenig, Siegfried,Dormann, Elmar,Kelemen, Marc Tibor
, p. 1563 - 1567 (2007/10/03)
The title compound 4 was synthesized, starting from 4-hydroxybiphenyl (6), in a search for organic ferromagnets. Electrochemical and chemical oxidation of 4 resulted in a dark green, insoluble solid with the properties of a monoradical rather than the expected trisradical 4a.
