A new synthetic route to 5,6,11,12-tetraarylethynyltetracenes

A new synthetic route to 5,6,11,12-tetraarylethynyltetracenes

A new synthetic route to 5,6,11,12-tetrakis(arylethynyl)tetracenes, π-extended rubrenes, was developed via [4 + 2] cycloadditions of dialkynylisobenzofuran and 1,4-naphthoquinone. Introduction of arylethynyl groups by double nucleophilic additions to tetracenequinone gave sterically congested (aryle...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-12, Vol.16 (47), p.9143-9146
Hauptverfasser: Kitamura, Kei, Asahina, Kenta, Nagai, Yusaku, Zhang, Keshu, Nomura, Shogo, Tanaka, Katsunori, Hamura, Toshiyuki
Format: Artikel
Sprache:eng
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Zusammenfassung:A new synthetic route to 5,6,11,12-tetrakis(arylethynyl)tetracenes, π-extended rubrenes, was developed via [4 + 2] cycloadditions of dialkynylisobenzofuran and 1,4-naphthoquinone. Introduction of arylethynyl groups by double nucleophilic additions to tetracenequinone gave sterically congested (arylethynyl)tetracenes after reductive aromatization. The photophysical properties of the newly prepared π-conjugated molecules are also evaluated.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob02450b