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Enhanced Electrogenerated Chemiluminescence of Phenylethynyl Pyrenylethynylpyrene Derivatives: Use of Weakly Electron-Donating Group as a Substituent

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Journal J. Org. Chem.
Author Yeon Ok Lee, Tuhin Pradhan, Sangwook Yoo, Tae Hyun Kim, Joohoon Kim, Jong Seung Kim
Citation 2012, 77 (24), 11007?11013
DOI http://dx.doi.org/10.1021/jo3010974

A weakly donating group (n-propyl) has been used as a substituent at the para-position of the phenyl group for a series of phenylethynylpyrene derivatives where the number of phenylethynyl peripheral arms appended to the pyrene core is varied. This system markedly improved the concurrent stability of both cation and anion radicals and consequently greatly improved electrogenerated chemiluminescence (ECL). Density functional theory (DFT)-based theoretical calculations supported the associated photophysical and electrochemical properties of the series compounds.



†Department of Chemistry and ‡Research Institute for Natural Sciences, Korea University, Seoul 136-701, Korea
§ Department of Chemistry, Research Institute for Basic Sciences, Kyung Hee University, Seoul 130-701, Korea
 Department of Chemistry, Soonchunghyang University, Asan 336-745, Korea

These authors contributed equally to this research.

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