title: Insights into the mechanism of the benzoannelated thieno[3,2-b]furan halogenation. Importance of HOMO-HOMO interaction.
abstract: In this paper the mechanism of the benzoannelated thieno[3,2-b]furan halogenation reaction has been characterized using density functional theory calculations. The solvent effect on the studied reaction is taken into account. A variation in charge, bond length, and bond order in the transformation of the π-complex to the σ-complex and final products along the reaction minimal energy path given as the intrinsic reaction coordinate has been investigated. Particular attention was focused on the evolution of π MOs along the reaction coordinate. The importance of HOMO-HOMO interaction between the lone pair electrons of the bromine molecule and π MOs of thieno[3,2-b]benzofuran has been emphasized.
authors.affiliation: Institute of Theoretical Physics and Astronomy, Vilnius University, A. Gostauto 12, LT-01108 Vilnius, Lithuania. ausra.vektariene@tfai.vu.lt
authors.forename: Ausra
authors.initials: A
authors.lastname: Vektariene
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D054879:Halogenation; D013816:Thermodynamics
chemical_list: D001572:Benzofurans; D005663:Furans; C587808:thieno(3,2-b)furan