Synthesis and photochemistry of activated adamantyl amino acids (CROSBI ID 635978)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | domaća recenzija
Podaci o odgovornosti
Mandić, Leo ; Mlinarić-Majerski, Kata ; Basarić, Nikola
engleski
Synthesis and photochemistry of activated adamantyl amino acids
Phthalimide is a useful chromophore which undergoes different photochemical reactions, including photoinduced electron transfer (PET) [1]. In PET reactions, phthalimide in the triplet excited state acts as an electron acceptor, whereas, for example, carboxylate group can be electron donor [2]. Such a PET reaction initiates photodecarboxylation that ultimately gives cyclization or radical trapping products [3]. Photodecarboxylation has been intensively studied because of the potential application in organic synthesis [4], as well as due to severe side effects of some nonsteroidal non-inflammatory drugs which cause photoalergies upon photodecarboxylation [5]. Herein we report synthesis and investigation of photochemical reactivity of activated adamantyl amino acids 1-5. All investigated molecules undergo PET and decarboxylation. The study is conducted to get an understanding on the effects of the adamantyl rigid spacer between the donor and the acceptor on the efficiency of PET and decarboxylation. Moreover, in some examples photodecarboxylation leads to the formation of very complex polycyclic structures whose synthesis would be very demanding without the photochemical key step.
photodecarboxylation ; photoinduced electron transfer (PET) ; phtalimide
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Podaci o prilogu
9-9.
2016.
objavljeno
Podaci o matičnoj publikaciji
Simpozij studenata doktorskih studija PMF-a : knjiga sažetaka
Primožič, Ines ; Hranilović, Dubravka
Zagreb: Prirodoslovno-matematički fakultet Sveučilišta u Zagrebu
978-953-6076-39-0
Podaci o skupu
Simpozij studenata doktorskih studija PMF-a
predavanje
26.02.2016-26.02.2016
Zagreb, Hrvatska