A new methodology for Copper(II) catalyzed enantioselective photoinduced electron transfer mediated radical cyclizations
Duisburg-Essen (2005), 134 Bl.
Dissertation / Fach: Chemie
Fakultät für Chemie
Fakultät für Chemie » Anorganische Chemie
The aim of this work was to develop a methodology for catalytic and potentially enantioselective photoreactions and especially -cyclizations. In the beginning of this work the methodology for photoinduced electron transfer (PET)-initiated cyclizations, catalyzed by organometallic chiral Lewis acids, was developed and the following parameters adjusted: Design of a chiral metal-ligand catalyst and evaluation of the proper PET-reaction conditions (electron donor/acceptor couple, solvent, wavelength of irradiation and light stability of the reaction components). Then the newly developed methodology was probed in different applications aiming at catalytic and asymmetric PET-triggered cyclizations. It was shown for the first time that PET-initiated cyclizations can be performed catalytically and enantioselectively. A potential mechanism of the cyclizations is also discussed in this work. Possible improvements of the methodology to reach higher enantioselectivity in this type of reactions are proposed.