title: Cycloreversion of β-lactams via photoinduced electron transfer.
abstract: The radical anions of β-lactams, photogenerated in the presence of DABCO as an electron donor, undergo cycloreversion via N-C4 bond cleavage, back electron transfer and final C2-C3 bond cleavage, leading to olefins. The involved intermediates are 1,4-radical anions and 1,4-biradicals. The experimental observations are consistent with the results of DFT calculations.
authors.affiliation: Departamento de Química/Instituto de Tecnología Química UPV-CSIC, Universitat Politécnica de València, Camino de Vera s/n, 46022, Valencia, Spain. mcjimene@qim.upv.es mmiranda@qim.upv.es.
authors.forename: Raúl
authors.initials: R
authors.lastname: Pérez-Ruiz
authors.forename: Jose A
authors.initials: JA
authors.lastname: Sáez
authors.forename: M Consuelo
authors.initials: MC
authors.lastname: Jiménez
authors.forename: Miguel A
authors.initials: MA
authors.lastname: Miranda
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis; D000838:Anions / Q000737:chemistry; D004579:Electron Transport; D008958:Models, Molecular; D055668:Photochemical Processes; D010879:Piperazines / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D047090:beta-Lactams / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000838:Anions; D010879:Piperazines; D047090:beta-Lactams; C007306:triethylenediamine