2005
DOI: 10.1002/ejoc.200500059
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Synthesis and Photophysical Properties of a Highly Fluorescent Ditopic Ligand Based on 1,6‐Bis(ethynyl)pyrene as Central Aromatic Core

Abstract: A simple synthetic route for the efficient preparation and purification of two regioisomers of a pyrene derivative containing two ethynyl groups-1,6-and 1,8-bis(ethynyl)pyrene-is described. The former compound was used as a building block for the stepwise synthesis of a highly conjugated, di-

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Cited by 42 publications
(27 citation statements)
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“…Because of its long fluorescence lifetime (up to 450 ns) [3], high fluorescence quantum yield [4] and its ability to act as a donor [5-9] as well as acceptor [9-12], pyrene has often been chosen as an ideal charge transfer partner. In some cases, the pyrene moiety was attached to chelating “polypyridyl” systems, which are known to coordinate d 7 to d 10 metal-ions, and through this specific metal ion complexation the excited state properties can be tuned.…”
Section: Introductionmentioning
confidence: 99%
“…Because of its long fluorescence lifetime (up to 450 ns) [3], high fluorescence quantum yield [4] and its ability to act as a donor [5-9] as well as acceptor [9-12], pyrene has often been chosen as an ideal charge transfer partner. In some cases, the pyrene moiety was attached to chelating “polypyridyl” systems, which are known to coordinate d 7 to d 10 metal-ions, and through this specific metal ion complexation the excited state properties can be tuned.…”
Section: Introductionmentioning
confidence: 99%
“…The second strategy started with a mixture of 1,6‐diiodopyrene and 1,8‐diiodopyrene accessible by oxidative iodination with the use of potassium iodate and iodine 11. The conversion to their bis(carbene) complexes (Scheme ) under usual Fischer route conditions through halogen/lithium exchange, addition of hexacarbonylchromium, and O ‐methylation of the acylchromate intermediates resulted in a total yield of 41 % for the bis(pentacarbonylchromium) complexes μ‐[1,6‐pyrenediylbis(methoxycarbene)]bis(pentacarbonylchromium) ( 8 ) and μ‐[1,8‐pyrenediylbis(methoxycarbene)]bis(pentacarbonylchromium) ( 9 ), which were separated by column chromatography at –5 °C (Scheme ).…”
Section: Resultsmentioning
confidence: 99%
“…Low molecular-mass organogelators have generated enormous interests because of their self-assembled nanostructures and their potential wide applications in industrial fields like slow drug-delivery systems, sensing devices, cosmetics, food processing, photographic and tissue engineering [4][5][6][7][8]. Luminescence gels have been reported to form through two different approaches.…”
Section: Introductionmentioning
confidence: 99%