Thermochemical and kinetic studies of H-abstraction reaction of benzofurans and benzodioxins by H-atoms

Juan-Carlos Lizardo-Huerta (1) , Sonia Taamalli (1) , Kanika Sood (1) , Laurent Gasnot (1) , Florent Louis (1) , Abderrahman El Bakali (1) , Luc-Sy Tran (1)

1 PC2A - Physicochimie des Processus de Combustion et de l’Atmosphère - UMR 8522

The thermo-kinetic data of the H-abstraction of benzofurans (benzofuran and dibenzofuran) and benzodioxins (1,4-benzodioxin and dibenzo-p-dioxin) have been obtained by the CCSD(T)-F12/CBS//CAM-B3LYP/6–311++G(d,p) method. Based on the Bonding Dissociation Energies (BDE) we have observed a stabilization effect exerted by the O-atom on the H-atoms located in β-position of it, thereby increasing their BDEs. In line with these BDEs, we have classified the H-atoms into four groups: group 1, H-atoms in the benzene ring unaffected by the stabilization effect of the oxygen atom; group 2, H-atoms in the benzene ring under the influence of the stabilization effect of the oxygen atom; group 3, H-atoms positioned in the dioxin ring and group 4, H-atoms located in the furan ring. We have calculated and evaluated the kinetic constants for the H-abstraction reactions for each of these H-atoms thereby deducing the average values for each type of the H-abstracted.

Mots clés: Hydrogen abstraction; OPAHs; UCCSD(T)-F12/CBS; Combustion; Kinetics

Domaines: Chimie théorique et/ou physique

Juan-Carlos Lizardo-Huerta, Sonia Taamalli, Kanika Sood, Laurent Gasnot, Florent Louis, et al.. Thermochemical and kinetic studies of H-abstraction reaction of benzofurans and benzodioxins by H-atoms. Computational and Theoretical Chemistry, 2022, 1209, pp.113589. ⟨10.1016/j.comptc.2022.113589⟩. ⟨hal-03520993⟩