title: Behind the reactivity of lactones: a computational and spectroscopic study of phenol·γ-butyrolactone.
abstract: In this work, the intermolecular interaction between phenol and γ-butyrolactone (GBL) has been studied by a combination of spectroscopic and computational techniques. The electronic and vibrational transitions of phenol · GBL were measured in a supersonic jet expansion by resonant two-photon ionization (R2PI) and ion dip IR (IDIR) spectroscopy. The results obtained were compared with calculations carried out with both M06-2X and MP2 molecular orbital methods in order to characterize the intermolecular interactions. The singly detected conformer is stabilized by a relatively strong hydrogen bond in which phenol acts as a proton donor to the carbonyl group of GBL. The phenol · GBL2 cluster has also been studied, finding up to three populated conformers. Nevertheless, in the three species, the main interaction between the phenolic hydroxyl group and the GBL's carbonyl group remains similar to that of phenol · GBL. Furthermore, the C ═ O · · · H interaction is reinforced.
authors.affiliation: Departamento de Quı́mica Fı́sica, Facultad de Ciencia y Tecnologı́a, Universidad del Paı́s Vasco-UPV/EHU , B. Sarriena s/n, Leioa 48940, Spain.
authors.forename: Iker
authors.initials: I
authors.lastname: León
authors.forename: Jorge
authors.initials: J
authors.lastname: González
authors.forename: Judith
authors.initials: J
authors.lastname: Millán
authors.forename: Fernando
authors.initials: F
authors.lastname: Castaño
authors.forename: José A
authors.initials: JA
authors.lastname: Fernández
mesh_terms: D015107:4-Butyrolactone / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D017785:Photons; D011789:Quantum Theory; D013055:Spectrophotometry, Infrared
chemical_list: D007783:Lactones; D010636:Phenols; D015107:4-Butyrolactone