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Pregled bibliografske jedinice broj: 601826

Časopis

Autori: Waghray, Deepali; Zhang, Jing; Jacobs, Jeroen; Nulens, Wienand; Basarić, Nikola; Van Meervelt, Luc; Dehaen, Wim
Naslov: Synthesis and Structural Elucidation of Diversely Functionalized 5, 10-Diaza[5]Helicenes
Izvornik: Journal of organic chemistry (0022-3263) 77 (2012), 22; 10176-10183
Vrsta rada: članak
Ključne riječi: diaza[5]helicenes; Wittig reaction; photochemical electrocyclization
Sažetak:
Diversely functionalized diaza[5]helicenes have been synthesized starting from 6, 9-dichloro-5, 10-diaza[5]helicene, which was prepared from a readily available quinoline building block via Wittig reaction followed by photochemical electrocyclization. The helicene skeleton was substituted by a variety of O-, S-, N-, and C- centered nucleophiles using nucleophilic aromatic substitution reactions and palladium-catalyzed reactions like Suzuki coupling and Buchwald −Hartwig aminations. We have determined, using X- ray single-crystal diffraction, the crystal structures of the chloro- and methoxysubstituted diaza[5]helicenes. A resolution strategy based on diastereomeric separation by substitution of the dichloro derivative with a chiral amine has been shown.
Projekt / tema: 098-0982933-2911
Izvorni jezik: ENG
Rad je indeksiran u
bazama podataka:
Current Contents Connect (CCC)
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.acs.org/doi/abs/10.1021/jo301814m
Broj citata:
Altmetric:
DOI: 10.1021/jo301814m
URL cjelovitog teksta:
Google Scholar: Synthesis and Structural Elucidation of Diversely Functionalized 5, 10-Diaza[5]Helicenes
Upisao u CROSBI: eluksa@irb.hr (eluksa@irb.hr), 5. Stu. 2012. u 09:03 sati



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