4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 24, Pages 11007-11013

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3010974

Keywords

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Funding

  1. CRI program [20120000243]
  2. Agency for Defence Development through Chemical and Biological Defence Research Center
  3. National Research Foundation of Korea [2011-0027269, 2010-0005574]
  4. Ministry of Education, Science and Technology [NRF20120005860]
  5. National Research Foundation of Korea [2010-0005574] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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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.

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