Intramolecular Electronic Coupling in the Thiophene-Bridged Carbazole-Based Diporphyrin

Intramolecular Electronic Coupling in the Thiophene-Bridged Carbazole-Based Diporphyrin

The Glaser coupling reaction of ethynyl-substituted carbazole-based isophlorins provided butadiyne-bridged dimers, which were transformed into the thiophene-bridged dimers via the annulation reaction. Oxidation of these isophlorin dimers afforded carbazole-based diporphyrins. Notable electronic inte...

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Veröffentlicht in:Organic letters 2016-12, Vol.18 (23), p.6070-6073
Hauptverfasser: Maeda, Chihiro, Takata, Mototsugu, Honsho, Asami, Ema, Tadashi
Format: Artikel
Sprache:eng
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Zusammenfassung:The Glaser coupling reaction of ethynyl-substituted carbazole-based isophlorins provided butadiyne-bridged dimers, which were transformed into the thiophene-bridged dimers via the annulation reaction. Oxidation of these isophlorin dimers afforded carbazole-based diporphyrins. Notable electronic interactions in the diporphyrins have been confirmed by means of UV/vis–near-infrared (NIR) absorption spectroscopy, cyclic voltammetry (CV) measurements, and density functional theory (DFT) calculations.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b03054