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Updated: Dec 2, 2025

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Hybrid Boron-Carbon Chemistry
Josep M Oliva-Enrich1, Ibon Alkorta2, José Elguero2
1Instituto de Química-Física "Rocasolano" (CSIC), Serrano 119, E-28006 Madrid, Spain.
Abstract:
The recently proved one-to-one structural equivalence between a conjugated hydrocarbon CH and the corresponding borane BH+ is applied here to hybrid systems, where each C=C double bond in the hydrocarbon is consecutively substituted by planar B(H2)B moieties from diborane(6). Quantum chemical computations with the B3LYP/cc-pVTZ method show that the structural equivalences are maintained along the substitutions, even for non-planar systems. We use as benchmark aromatic and antiaromatic (poly)cyclic conjugated hydrocarbons: cyclobutadiene, benzene, cyclooctatetraene, pentalene, benzocyclobutadiene, naphthalene and azulene. The transformation of these conjugated hydrocarbons to the corresponding boranes is analyzed from the viewpoint of geometry and electronic structure.
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