title: On the homolytic cleavage of the N,O bond in N-(methoxy)pyridine-2(1H)-thione and N-(methoxy)thiazole-2(3H)-thione in thermally and photochemically induced reactions: a theoretical study.
abstract: The accuracy of theoretical approaches to describe electronic absorption spectra of N-(hydroxy)- and N-(methoxy)- derivatives of pyridine-2(1H)-thione and thiazole-2(3H)-thione are examined with the aim to identify methods that are applicable for a rational design of new photochemically active oxyl radical precursors. In addition, the mechanism of the photochemically induced methoxyl radical formation from N-(methoxy)pyridine-2(1H)-thiones and of N-(methoxy)thiazole-2(3H)-thiones is investigated by means of theoretical methods. The results of the study are applied in order to explain differences in photoreactions of N-(alkoxy)pyridine-2(1H)-thiones and the corresponding thiazole-2(3H)-thiones.
authors.affiliation: Institute of Organic Chemistry, University of Würzburg, Am Hubland, D-97074 Würzburg, Germany.
authors.forename: Mario
authors.initials: M
authors.lastname: Arnone
authors.forename: Jens
authors.initials: J
authors.lastname: Hartung
authors.forename: Bernd
authors.initials: B
authors.lastname: Engels
mesh_terms: D006358:Hot Temperature; D008956:Models, Chemical; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D010777:Photochemistry; D011725:Pyridines / Q000737:chemistry*; D011789:Quantum Theory; D013844:Thiazoles / Q000737:chemistry*; D013871:Thiones / Q000737:chemistry*
chemical_list: C521503:N-(methoxy)pyridine-2(1H)-thione; C521504:N-(methoxy)thiazole-2(3H)-thione; D011725:Pyridines; D013844:Thiazoles; D013871:Thiones; D009584:Nitrogen; D010100:Oxygen