| Abstract
| - The photochemical and photophysical properties of three 8-allyl-1,2,3,4-tetrahydroquinolines (1a−c) havebeen 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 convenientmodel compounds for comparison, demonstrate the formation of a NH/π intramolecular ground-state complex(AB). This species can absorb light at long wavelengths (330−340 nm), giving rise to the correspondingexcited complex AB*. Emission from AB* is red-shifted (420 nm) with respect to that observed when themonomer A is excited (λexc = 300 nm). These experimental results have been rationalized by means of density-funtional theory calculations.
|
