A Closely‐Coupled Pyrene Dimer Having Unusually Intense Fluorescence
- 27 April 2004
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 2004 (10) , 2272-2276
- https://doi.org/10.1002/ejoc.200400028
Abstract
A synthetic route is described for the preparation of 1,4‐di(1‐pyrenyl)butadiyne. The target compound, after purification by extensive column chromatography, has been characterized by NMR and exact‐mass spectrometry. This material is highly‐fluorescent in solution and, relative to pyrene, strongly absorbing in the near‐UV region. Phosphorescence is observed at 77 K and formation of the metastable triplet state has been confirmed by laser flash photolysis. In marked contrast to pyrene, fluorescence from the target compound is not susceptible to self‐quenching nor to the presence of dissolved oxygen. The average conformation of the molecule has been established by molecular modeling. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)Keywords
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