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Pregled bibliografske jedinice broj: 497574

Časopis

Autori: Horvat, Margareta; Mlinarić-Majerski, Kata; Griesbeck, Axel G.; Basarić, Nikola
Naslov: Photoinduced decarboxylation of 3-(N-phthalimido)adamantane-1-carboxylic acid and radical addition to electron deficient alkenes
Izvornik: Photochemical & photobiological sciences (1474-905X) 10 (2011), 4; 610-617
Vrsta rada: članak
Ključne riječi: adamantane amino acids; photodecarboxylation; phthalimides; radical addition to alkenes; reaction mechanism
Sažetak:
Direct and sensitized excitation of 3-(N-phthalimido)adamantane-1-carboxylic acid (1) leads to the population of the triplet state that in the presence of a base, decarboxylates, giving N-(1-adamantyl)phthalimide (2) cleanly and efficiently (Φ = 0.11). The radical initially formed by decarboxylation adds regiospecifically to electron deficient alkenes, whereas radical addition was not observed for electron rich alkenes. The radical addition can also be applied to molecules not bearing adamantanes wherein the electron donor (carboxylate) and the acceptor (phthalimide) are separated by a rigid spacer. The photodecarboxylation induced radical addition of phthalimide derivative 1 to alkenes takes place in good to excellent yields and represents a mild and efficient method for C-C bond formation.
Projekt / tema: 098-0982933-2911, 02.05/25
Izvorni jezik: ENG
Rad je indeksiran u
bazama podataka:
Current Contents Connect (CCC)
MEDLINE
Scopus
SCI-EXP, SSCI i/ili A&HCI
Science Citation Index Expanded (SCI-EXP) (sastavni dio Web of Science Core Collectiona)
Kategorija: Znanstveni
Znanstvena područja:
Kemija
URL Internet adrese: http://pubs.rsc.org/en/Content/ArticleLanding/2011/PP/c0pp00357c
Broj citata:
Altmetric:
DOI: 10.1039/c0pp00357c
URL cjelovitog teksta:
Google Scholar: Photoinduced decarboxylation of 3-(N-phthalimido)adamantane-1-carboxylic acid and radical addition to electron deficient alkenes
Upisao u CROSBI: eluksa@irb.hr (eluksa@irb.hr), 11. Sij. 2011. u 09:22 sati



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