We described herein the use of imidazolium ionic liquids [bmim]PF 6 and [bmim]BF 4 in the selective, metal and catalyst-free synthesis of unsymmetrical diaryl selenides by electrophilic substitution in arylboron reagents with arylselenium halides (Cl and Br) at room temperature. This is a general substitution reaction and it was performed with arylboronic acids or potassium aryltrifluoroborates bearing electron-withdrawing or electron-donating groups, affording the corresponding diaryl selenides in good to excellent yields. The ionic liquid [bmim] [PF 6 ] was easily recovered and utilized for further substitution reactions.
Apresentamos aqui resultados das reações de acoplamento de diteluretos de diarila com sais de ariltrifluoroborato de potássio, usando quantidades catalíticas de Cu(OAc) 2 e bipiridina, em uma mistura de DMSO/H 2 O, sob ar atmosférico. Estas reações de acoplamento são gerais e são realizadas com diteluretos de diarila e sais de ariltrifluoroborato de potássio contendo substituintes neutros, retiradores e doadores de elétrons, fornecendo os correspondentes teluretos de diarila não simétricos em rendimentos de bons a excelentes.We present here results of the cross-coupling reaction of diaryl ditellurides with potassium aryltrifluoroborate salts using a catalytic amount of Cu(OAc) 2 and bypiridine in DMSO/H 2 O under air atmosphere. This cross-coupling reaction is general and was performed with diaryl ditellurides and potassium aryltrifluoroborate salts bearing electron-withdrawing, electron-donating and neutral substituents, affording the corresponding unsymmetrical diaryl tellurides in good to excellent yields.
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