Naslov
Photochemistry of adamantane-phthalimides: a new method for the preparation of polycyclic derivatives of azepinones

Autori
Basarić, Nikola ; Zimmermann, Elmar ; Horvat, Margareta ; Mlinarić-Majerski, Kata ; Griesbeck, Axel G.

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
ICP 2007 / XXIII International Conference on Photochemistry / - Köln, 2007

ISBN
3-936028-465-1

Skup
XXIII International Conference on Photochemistry

Mjesto i datum
Köln, Njemačka, 29.07.2007. - 03.08.2007

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Photochemistry; adamantane-phtalimides; azepinones

Sažetak
Adamantane derivatives and polycyclic compounds with the similar structure have been a topic of research of synthetic and theoretical chemist for several decades. Not only that these molecules are characterized by a rigid structure which influences their reactivity, but they are also highly lipophilic resulting in a better transport through the cell membranes. Therefore, they have often been incorporated in the molecular structure of the biologically active molecules in order to increase the activity. Photochemical reaction of H-abstraction by phthalimides is a well-known reaction that has been used on various substrates giving rise to more complex molecules.[1, 2] In this report we present the photochemical transformation of two adamantane derivatives activated by phthalimide moieties.Whereas the photolysis of 1 results in domino-hydrogen abstractions giving rise to only one azepinone product, the photochemical reaction of 2 gives two products resulting from the H-abstractions from the different positions on the adamantane skeleton. The structure determination of the photoproducts, as well as the mechanism of the photochemical reaction will be discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA