A new methodologyfor Copper(II)-catalyzed enantioselective photoinduced electron transfer-mediated radical cyclizations

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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.
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Dokumententyp:
Wissenschaftliche Abschlussarbeiten » Dissertation
Fakultät / Institut:
Fakultät für Chemie
Fakultät für Chemie » Anorganische Chemie
Dewey Dezimal-Klassifikation:
500 Naturwissenschaften und Mathematik » 540 Chemie
Stichwörter:
catalyzis, enantioselectivity, allylic cyclization, electron transfer, radical cyclization
Sprache:
Englisch
Kollektion / Status:
Dissertationen / Dokument veröffentlicht
Datum der Promotion:
22.04.2005
Dokument erstellt am:
22.04.2005
Promotionsantrag am:
28.09.2005
Dateien geändert am:
22.04.2005
Medientyp:
Text