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Pregled bibliografske jedinice broj: 888778

Časopis

Autori: Škalamera, Đani; Veljković, Jelena; Ptiček, Lucija; Sambol, Matija; Mlinarić-Majerski, Kata; Basarić, Nikola
Naslov: Synthesis of asymmetrically disubstituted anthracenes
Izvornik: Tetrahedron (0040-4020) 73 (2017), 40; 5892-5899
Vrsta rada: članak
Ključne riječi: anthracene ; 1-anthrol ; 2-anthrol ; dehydroxymethylation ; anthracene carbaldehyde
Sažetak:
We have developed synthetic pathways toward differently substituted hydroxyanthracenes (anthrols) with the aim to investigate their photochemical reactivity in dehydration reactions. Although the syntheses of anthracenes substituted at positions 9, 10 are well known, reports for the synthesis of anthracenes with different substitution patterns are scarce. Herein we review known and report novel synthetic pathways toward anthrols with substituents at 1, 2-, 2, 3- and 2, 6- positions. We present two synthetic approaches: (i) building of the anthracene tricyclic fused ring system from the appropriate benzene derivatives, and (ii) reduction of the corresponding anthraquinones. Reduction of 2-hydroxyanthracene-1-carbaldehyde to the corresponding alcohol yields rather unexpected 1, 1'-methylenedianthracen-2-ol, whose proposed mechanism of formation is supported by experimental observations and calculations.
Projekt / tema: HRZZ-IP-2014-09-6312, HRZZ-UIP-02.05/25
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://www.sciencedirect.com/science/article/pii/S0040402017308797?via%3Dihub
https://doi.org/10.1016/j.tet.2017.08.038
Broj citata:
Altmetric:
DOI: 10.1016/j.tet.2017.08.038
URL cjelovitog teksta:
Google Scholar: Synthesis of asymmetrically disubstituted anthracenes
Upisao u CROSBI: Nikola Basarić (Nikola.Basaric@irb.hr), 21. Kol. 2017. u 12:13 sati



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