Related Experiment Video
Updated: Jun 23, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Stereochemistry of free boranes and heteroboranes from electron scattering and model chemistries
Drahomír Hnyk1, David W H Rankin
1Institute of Inorganic Chemistry of the ASCR, v.v.i., No. 1001, CZ-250 68 Husinec-Rez, Czech Republic. hnyk@iic.cas.cz
Abstract:
The development of modern computational methods, linked to improved methods for analysis of experimental gas-phase structural data, has allowed the stereochemistry of many boranes and heteroboranes to be determined with great accuracy over the past two decades. Many of these compounds have been prepared in the Institute of Inorganic Chemistry of the Academy of Sciences of the Czech Republic, and gas-phase electron diffraction (GED) data have been obtained mainly at the University of Edinburgh. Structural tools based on the concerted use of GED and computations of the geometries and "B chemical shifts (MOCED, SARACEN) have also been employed. The results of this extended programme of research are reviewed here. Many different closo-, nido-, arachno-, and hypho-geometrical shapes, as well as some that do not obey Wade's rules, are included. The outlook for the future of this type of structural chemistry research is assessed.
Related Concept Videos
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Hydroboration-Oxidation of Alkenes
Hybridization of Atomic Orbitals I
VSEPR Theory and the Basic Shapes
Molecular Orbital Theory II
Exceptions to the Octet Rule

