ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

Published monthly

  A frontier orbital analysis of the oxidation of alkenes by thallium(III) salts

M. Strašák and J. Majer

Department of Analytical Chemistry, Faculty of Pharmacy, Komenský University, 880 34 Bratislava


Abstract: Application of the perturbation MO treatment based on frontier orbitals (FO's) was utilized in the interpretation of the Taft correlation in the oxidn. of alkenes by Th(III) salts. There is a good linear relationship between the logarithm of the reaction rate k and the inverse of the FMO gap. In order to elucidate the mechanistic similarities obsd. between the oxymetallation reactions and some other electrophilic addns. to olefinic systems, comparative FMO anal. has been made and implications of these results to the reactivity-selectivity principle (RSP) are discussed. The model suggests that it is the differential HOMO-LUMO gap for a given substrate and reacting electrophiles that governs substrate selectivity.

Full paper in Portable Document Format: 356a797.pdf


Chemical Papers 35 (6) 797–807 (1981)

Sunday, December 03, 2023

SCImago Journal Rank 2021
European Symposium on Analytical Spectrometry ESAS 2022
© 2023 Chemical Papers