4.8 Article

Synthesis of diaryl selenides using electrophilic selenium species and nucleophilic boron reagents in ionic liquids

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GREEN CHEMISTRY
卷 13, 期 10, 页码 2931-2938

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c1gc15725f

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  1. FAPERGS [FAPERGS/PRONEX 10/0005-1, 10/0027-4]
  2. CAPES
  3. FINEP
  4. CNPq

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We described herein the use of imidazolium ionic liquids [bmim]PF6 and [bmim]BF4 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][PF6] was easily recovered and utilized for further substitution reactions.

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