Facile Attachment of Halides and Pseudohalides to Dodecaborate(2-) via Pd-catalyzed Cross-Coupling.

ABSTRACT: Cross-coupling reactions with [B₁₂H₁₁I]^2- as one partner have been used successfully for Kumada and Buchwald Hartwig couplings with Pd catalysis. Here, we found that the iodide could be substituted easily, and unexpectedly, with other halides such as Br and Cl, and with pseudohalides such as cyanide, azide, and isocyanate. We found that for Cl, Br, N₃, and NCO, tetrabutylammonium salts-or sodium salts-were successful halide sources, whereas for cyanide, CuCN was the only halide source that allowed a successful exchange. The azide could be reacted further in a click reaction with triazoles. While no substitution with fluoride occurred, tetrabutylammonium fluoride in the presence of water led to [B₁₂H₁₁OH]^2-. Yields

SUBMITTER: Al-Joumhawy MK 

PROVIDER: S-EPMC10096879 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature