2026-04-27T22:10:19Zhttps://uvadoc.uva.es/oai/request

oai:uvadoc.uva.es:10324/601692025-09-17T07:02:18Zcom_10324_1186com_10324_931com_10324_894col_10324_1404

Jin, Yan Li, Wenqin Saragi, Rizalina Tama Juanes San José, Marcos Pérez Cuadrado, Cristobal Lesarri Gómez, Alberto Eugenio Feng, Gang 2023-07-06T11:43:31Z 2023-07-06T11:43:31Z 2023 Physical chemistry chemical physics, 2023, Vol. 25, Issue 17, p.12174 - 12181 1463-9076 https://uvadoc.uva.es/handle/10324/60169 10.1039/D3CP01146A 12174 17 12181 Physical Chemistry Chemical Physics 25 1463-9084 Producción Científica 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. National Natural Science Foundation of China (No. 22273009) Ministerio de Ciencia e Innovación (MCIN-AEI) y FEDER (grant PID2021-125015NB-I00) FEDER - Junta de Castilla y León (grants INFRARED IR2021-UVa13 e IR2020-1-UVa02) application/pdf eng Royal Society of Chemistry info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc/3.0/ © 2023 Royal Society of Chemistry Attribution-NonCommercial 3.0 Unported Química física Química inorgánica Sulfur–arene interactions Dimers of benzofuran Sulfur dioxide Interacciones azufre-areno Dímeros de benzofurano Dióxido de azufre 2210 Química Física 2303 Química Inorgánica Sulfur–arene interactions: the S⋯π and S–H⋯π interactions in the dimers of benzofuran⋯sulfur dioxide and benzofuran⋯hydrogen sulfide info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion https://pubs.rsc.org/en/content/articlelanding/2023/cp/d3cp01146a SI