Synthesis and Molecular Properties of Four Isomeric Dialkylated Angular-Shaped Naphthodithiophenes

A new strategy to synthesize 4,9- and 5,10-dialkylated α-aNDTs as well as 4,9- and 5,10-dialkylated β-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6π-cyclization to construct the central naphthalene cores, leading to the for...

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Veröffentlicht in:Organic letters 2013-10, Vol.15 (20), p.5338-5341
Hauptverfasser: Cheng, Sheng-Wen, Chiou, De-Yang, Lai, Yu-Ying, Yu, Ruo-Han, Lee, Chia-Hao, Cheng, Yen-Ju
Format: Artikel
Sprache:eng
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Zusammenfassung:A new strategy to synthesize 4,9- and 5,10-dialkylated α-aNDTs as well as 4,9- and 5,10-dialkylated β-aNDTs is described. Four isomeric precursors with different dithienyl-ene-diyne arrangements undergo base-induced double 6π-cyclization to construct the central naphthalene cores, leading to the formation of the regiospecific products. These 2,7-distannylated dialkylated aNDT-based monomers can be used for Stille cross-coupling to produce promising conjugated materials for various optoelectronic applications.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4025953