95149-16-9Relevant academic research and scientific papers
Palladium-Catalyzed Cross-Coupling of Arenediazonium Salts with Organoindium or Organobismuth Reagents
Riemer, Nastja,Coswig, Christin,Shipman, Mike,Schmidt, Bernd
supporting information, p. 2427 - 2431 (2018/11/23)
Arylindium and isolated triarylbismuth compounds generated in situ react as nucleophiles with arenediazonium salts in palladium-catalyzed cross-coupling reactions to give substituted biphenyls.
Synthesis of highly functionalized triarylbismuthines by functional group manipulation and use in palladium- and copper-catalyzed arylation reactions
Hébert, Martin,Petiot, Pauline,Benoit, Emeline,Dansereau, Julien,Ahmad, Tabinda,Le Roch, Adrien,Ottenwaelder, Xavier,Gagnon, Alexandre
, p. 5401 - 5416 (2016/07/13)
Organobismuthines are an attractive class of organometallic reagents that can be accessed from inexpensive and nontoxic bismuth salts. Triarylbismuthines are particularly interesting due to their air and moisture stability and high functional group tolerance. We report herein a detailed study on the preparation of highly functionalized triarylbismuth reagents by triple functional group manipulation and their use in palladium- and copper-catalyzed C-, N-, and O-arylation reactions.
Synthesis of highly functionalized diaryl ethers by copper-mediated O-arylation of phenols using trivalent arylbismuth reagents
Crifar, Cynthia,Petiot, Pauline,Ahmad, Tabinda,Gagnon, Alexandre
, p. 2755 - 2760 (2014/03/21)
Highly functionalized diaryl ethers were prepared by copper(II) acetate mediated O-arylation reaction of phenols using trivalent organobismuthanes. The reaction is performed under simple conditions and tolerates a wide diversity of functional groups on the phenol and on the organobismuth reagent. Substoichiometric amounts of catalyst can be used by performing the reaction under an oxygen atmosphere. The N-arylation of pyridones is also reported. Highly functionalized diaryl ethers were prepared by a copper(II) acetate mediated O-arylation reaction of phenols using trivalent organobismuthanes (see scheme). The reaction is performed under simple conditions and tolerates a wide diversity of functional groups on the phenol and on the organobismuth reagent. Substoichiometric amounts of catalyst can be used by performing the reaction under an oxygen atmosphere. The N-arylation of pyridones is also reported. FG=functional group.
Palladium-catalyzed cross-coupling reaction of functionalized aryl- and heteroarylbismuthanes with 2-halo(or 2-Triflyl)azines and -diazines
Petiot, Pauline,Gagnon, Alexandre
supporting information, p. 5282 - 5289 (2013/09/02)
The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in a cross-coupling reaction is also described. The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in cross-coupling reactions is also described. Copyright
Cyclic ureas as ortho directing substituents
Meigh,Alvarez,Joule
, p. 2012 - 2021 (2007/10/03)
Six-membered cyclic ureas are shown to have a weak ortho directing ability when linked through nitrogen to benzene and pyridine rings.
Fourier-transform Raman and infrared spectra and normal coordinate analysis of the triphenyl compounds and their methyl-, methoxy- and fluoro-substituted derivatives of arsenic, antimony and bismuth
Ludwig,Dolny,Goetze
, p. 2363 - 2372 (2007/10/03)
The Fourier transform (FT)-Raman and infrared (IR) spectra of triphenyl-, perdeuterated triphenyl-, tris(2-methylphenyl)-, tris(3-methylphenyl)-, tris(2,4,6-trimethylphenyl)-, tris(2-methoxyphenyl)-, tris(3-methoxyphenyl)-, tris(3-fluorophenyl)- and tris(
