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Pregled bibliografske jedinice broj: 688063

Photodecarboxylation of different aminoadamantane carboxylic acids activated by phthalimides


Mandić, Leo; Mlinarić-Majerski, Kata; Zimmermann , E.; Griesbeck, A.G.; Basarić, Nikola
Photodecarboxylation of different aminoadamantane carboxylic acids activated by phthalimides // CECP 2014 / Central European Conference on Photochemistry
Bad Hofgastein, Austria, 2014. str. 51-51 (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
Photodecarboxylation of different aminoadamantane carboxylic acids activated by phthalimides

Autori
Mandić, Leo ; Mlinarić-Majerski, Kata ; Zimmermann , E. ; Griesbeck, A.G. ; Basarić, Nikola

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

Izvornik
CECP 2014 / Central European Conference on Photochemistry / - Bad Hofgastein, Austria, 2014, 51-51

Skup
CECP 2014 / Central European Conference on Photochemistry

Mjesto i datum
Bad Hofgastein, Austria, 9-13.02.2014

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Photodecarboxylation; aminoadamantane carboxylic acid; phthalimide chromophore

Sažetak
Phthalimide is a versatile chromophore that undergoes different photochemical reactions which have been applied in organic synthesis [1]. The phototochemical reactions of phthalimide include electron transfer, inter- and intramolecular H-abstractions, photoreductions, and [2+2] cycloadditions [2]. We have recently investigated photodecarboxylation of 3-(N-phthalimido)adamantane-1-carboxylic acid (1)[3]. It was demonstrated that adamantyl radical formed in the decarboxylation can be trapped with electron defficient alkenes. In continuation of that research, we have synthesized novel phthalimide derivatives of aminoadamantane carboxylic acids 2 and 3, and investigated their photochemical reactivity in the decarboxylation reactions. The molecules were designed to probe for the influence of molecular structure to the photodecarboxylation efficiency. Whereas 2 undergoes only decarboxylation giving 4, 1, 2-disubstituted derivative 3 gives cyclized benzodiazepinone product 5 as the major product.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
02.05/25
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", Zagreb