Fotokemijske i termičke transformacije diklor-supstituiranog butadienskog derivata
In order to study the influence of chlorine as a substituent on the thermal and photochemical behavior of conjugated butadiene systems, new dichloro derivative of butadiene 1 was synthesized by Wittig reaction. The new synthesized derivative 1 was exposed to thermal and photochemical reactions to prepare new unexplored thermal products. Getting the new complex polycyclic structures which depends on the electronic and steric effects of two chlorine atoms as substituent bounded on p-locations in the molecule was expected. Thermal reaction of the starting compound 1 leads to new product 2 in moderate-to-good yields. The starting compound 1 by photochemical reaction undergo intramolecular [2+2] cycloaddition giving benzobicyclic structures. These structures, because of its stability, cannot undergo further oxygenation reactions. The starting compound 1 as well as their product 2 were characterized by modern spectroscopic methods (one-dimensional 1H NMR, 13C NMR, IR and HRMS).