Thiophene-Fused BODIPY Dimers and Tetramers from Oxidative Aromatic Couplings as Near-Infrared Dyes

Thiophene-Fused BODIPY Dimers and Tetramers from Oxidative Aromatic Couplings as Near-Infrared Dyes

We describe a straightforward, postmodification synthesis for a family of thiophene-fused BODIPY dimers and tetramers through transforming flexible sulfur bridges into coplanar thiophene fusions. FeCl3 was used as a bifunctional oxidant for both intramolecular and intermolecular oxidative aromatic c...

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Veröffentlicht in:Organic letters 2021-10, Vol.23 (19), p.7661-7665
Hauptverfasser: Gong, Qingbao, Wu, Qinghua, Guo, Xing, Li, Heng, Li, Wanwan, Yu, Changjiang, Hao, Erhong, Jiao, Lijuan
Format: Artikel
Sprache:eng
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Zusammenfassung:We describe a straightforward, postmodification synthesis for a family of thiophene-fused BODIPY dimers and tetramers through transforming flexible sulfur bridges into coplanar thiophene fusions. FeCl3 was used as a bifunctional oxidant for both intramolecular and intermolecular oxidative aromatic coupling reactions. Oxidative fusion and dimerization gave strong red-shift absorptions from 509 nm for a BODIPY monomer to 830 nm for a tetramer.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02926