title: Intramolecular NH/pi complexes of 2-allylaniline derivatives in the ground and excited states.
abstract: The photochemical and photophysical properties of three 8-allyl-1,2,3,4-tetrahydroquinolines (1a-c) have been studied. These compounds exhibit a 2-allylaniline-like photochemical behavior, undergoing photocyclization to lilolidines (3a-c). The absorption, emission, and excitation spectra of 1a-c, employing convenient model compounds for comparison, demonstrate the formation of a NH/pi intramolecular ground-state complex (AB). This species can absorb light at long wavelengths (330-340 nm), giving rise to the corresponding excited complex AB*. Emission from AB* is red-shifted (420 nm) with respect to that observed when the monomer A is excited (lambda(exc) = 300 nm). These experimental results have been rationalized by means of density-functional theory calculations.
authors.affiliation: Departamento de Química-Instituto de Tecnología Química UPV-CSIC, Universidad Politécnica de Valencia, Camino de Vera s/n, 46022 Valencia, Spain.
authors.forename: Edgar A
authors.initials: EA
authors.lastname: Leo
authors.forename: Rosa
authors.initials: R
authors.lastname: Tormos
authors.forename: Sandra
authors.initials: S
authors.lastname: Monti
authors.forename: Luis R
authors.initials: LR
authors.lastname: Domingo
authors.forename: Miguel A
authors.initials: MA
authors.lastname: Miranda