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Updated: May 15, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Electronic and structural effects of stepwise borylation and quaternization on borirene aromaticity
Holger Braunschweig1, Alexander Damme, Rian D Dewhurst
1Institut für Anorganische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany. h.braunschweig@uni-wuerzburg
Abstract:
Room-temperature photolysis of the aminoboryl complex [(OC)(5)Cr═B═N(SiMe(3))(2)] in the presence of a series of mono- or bis(boryl) alkynes bis{bis(dimethylamino)boryl}ethyne, 1-phenyl-2-bis(dimethylamino)borylethyne, and 1-trimethylsilyl-2-bis(dimethylamino)borylethyne led to the isolation of hitherto unknown borylborirenes in resonable yields, that is, [(RC═CR')(μ-BN(SiMe(3))(2))] (7, R = B(NMe(2))(2), R' = Ph; 8, R = R' = B(NMe(2))(2); 9, R = B(NMe(2))(2), R' = SiMe(3)). The borirenes were isolated and spectroscopically characterized by multinuclear NMR, IR, and UV/vis spectroscopy, crystallography, and elemental analysis. Reactivity studies of the borirenes demonstrated their behavior toward different Lewis bases. The isolated adducts and the parent borirenes were compared to 1,3-mesityl-2-phenylborirene and its adducts. To gain insight into the electronic structure and to evaluate the influence of the exocyclic groups, Density Functional Theory (DFT) calculations were carried out.
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