Related Experiment Video
Updated: Apr 27, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Complete and partial 1,2-additions across transition metal-boron double bonds
Holger Braunschweig1, Qing Ye, Alfredo Vargas
1Institut für Anorganische Chemie, Julius-Maximilians-Universität Würzburg , Am Hubland, 97074 Würzburg, Germany.
Abstract:
The first 1,2-additions across a metal-boron double bond are reported, one a definitive chlorogallation of a Fe═B bond, the other a partial chlorogallation of a Mo═B bond that leads to a highly unusual, planar Mo-B-Ga-Cl rhombus. The two reactions occur with opposite regiochemistry, with the Ga atom bound to the Fe atom in the former and to both the Mo and B atoms in the latter. The bonding in the Mo adduct and the reasons for the differing regiochemistry of the reaction are explored computationally.
Related Concept Videos
Conjugate Addition (1,4-Addition) vs Direct Addition (1,2-Addition)
Conjugate addition results in a thermodynamically stable product. The reaction retains the stronger C=O bond at the expense of the weaker C=C π bond. The process is slow as the β carbon is less electrophilic than the carbonyl carbon.
Direct addition products are...
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
Conjugate Addition to α,β-Unsaturated Carbonyl Compounds
Cycloaddition Reactions: MO Requirements for Thermal Activation
Hydroboration-Oxidation of Alkenes

