1290541-99-9Relevant academic research and scientific papers
Selenolation of Aryl Iodides and Bromides Enabled by a Bench-Stable PdI Dimer
Senol, Erdem,Scattolin, Thomas,Schoenebeck, Franziska
, p. 9419 - 9422 (2019)
The use of an air- and moisture-stable dinuclear PdI complex as an efficient catalyst for the formation of C(sp2)?SeR bonds is here reported. The privileged reactivity of the PdI dimer allows for the direct use of selenolates as nucleophiles in the cross-coupling. Although previous methodologies suffer from catalyst poisoning through the formation of Pd-ate complexes, the mechanistically distinct dinuclear PdI catalyst circumvents this challenge. A wide variety of aryl bromides and iodides were efficiently coupled under relatively mild reaction conditions with broad functional group tolerance. Mechanistic and computational data are presented in support of direct PdI reactivity.
Electrophilic organic selenium reagents - Protonated seleninic acids as precursors for unsymmetrical aromatic selenides
Stuhr-Hansen, Nicolai,S?lling, Theis Ivan,Henriksen, Lars
, p. 2633 - 2643 (2011/04/25)
Arylselenylations of methylbenzenes, methoxybenzenes and thiophene were smoothly achieved with selenenium ions generated by comproportionation of 1:1 mixtures of p-toluenesulfonic acid salts of seleninic acids and the corresponding diselenides. A series of p-toluenesulfonic salts of seleninic acids were prepared by hydrogen peroxide oxidation of the corresponding diselenides in the presence of p-toluenesulfonic acid. Novel 2-(organylseleno)thiophenes were obtained by heating the protonated seleninic acids with a 50-fold excess of thiophene in glacial acetic acid.
