RT info:eu-repo/semantics/article
T1 Sulfur–arene interactions: the S⋯π and S–H⋯π interactions in the dimers of benzofuran⋯sulfur dioxide and benzofuran⋯hydrogen sulfide
A1 Jin, Yan
A1 Li, Wenqin
A1 Saragi, Rizalina Tama
A1 Juanes San José, Marcos
A1 Pérez Cuadrado, Cristóbal
A1 Lesarri Gómez, Alberto Eugenio
A1 Feng, Gang
K1 Química física
K1 Química inorgánica
K1 Sulfur–arene interactions
K1 Dimers of benzofuran
K1 Sulfur dioxide
K1 Interacciones azufre-areno
K1 Dímeros de benzofurano
K1 Dióxido de azufre
K1 2210 Química Física
K1 2303 Química Inorgánica
AB Non-covalent interactions between sulfur centers and aromatic rings play important roles in biological chemistry. We examined here the sulfur–arene interactions between the fused aromatic heterocycle benzofuran and two prototype sulfur divalent triatomics (sulfur dioxide and hydrogen sulfide). The weakly-bound adducts were generated in a supersonic jet expansion and characterized with broadband (chirped-pulsed) time-domain microwave spectroscopy. The rotational spectrum confirmed the detection of a single isomer for both heterodimers, consistent with the computational predictions for the global minima. The benzofuran⋯sulfur dioxide dimer exhibits a stacked structure with sulfur closer to benzofuran, while in benzofuran⋯hydrogen sulfide the two S–H bonds are oriented towards the bicycle. These binding topologies are similar to the corresponding benzene adducts, but offer increased interaction energies. The stabilizing interactions are described as S⋯π or S–H⋯π, respectively, using a combination of density-functional theory calculations (dispersion corrected B3LYP and B2PLYP), natural bond orbital theory, energy decomposition and electronic density analysis methods. The two heterodimers present a larger dispersion component, but nearly balanced by electrostatic contributions.
PB Royal Society of Chemistry
SN 1463-9076
YR 2023
FD 2023
LK https://uvadoc.uva.es/handle/10324/60169
UL https://uvadoc.uva.es/handle/10324/60169
LA eng
NO Physical chemistry chemical physics, 2023, Vol. 25, Issue 17, p.12174 - 12181
NO Producción Científica
DS UVaDOC
RD 26-dic-2024