Related Experiment Video
Updated: Aug 19, 2026

Coulomb Explosion Imaging as a Tool to Distinguish Between Stereoisomers
Published on: August 18, 2017
A theoretical study of bond selective photochemistry in CH2BrI
Kun Liu1, Hongmei Zhao, Caixia Wang
1Department of Chemistry, Beijing Normal University, Beijing 100875, China.
Abstract:
Bromoiodomethane photodissociation in the low-lying excited states has been characterized using unrestricted Hartree-Fock, configuration-interaction-singles, and complete active space self-consistent field calculations with the SDB-aug-cc-pVTZ, aug-cc-pVTZ, and 3-21g** basis sets. According to the results of the vertical excited energies and oscillator strengths of these low-lying excited states, bond selectivity is predicted. Subsequently, the minimum energy paths of the first excited singlet state and the third excited state for the dissociation reactions were calculated using the complete active space self-consistent field method with 3-21g** basis set. Good agreement is found between the calculations and experimental data. The relationships of excitations, the electronic structures at Franck-Condon points, and bond selectivity are discussed.
Related Concept Videos
Prochirality
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
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.
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Regioselectivity of Electrophilic Additions-Peroxide Effect

