4.6 Article

A new fluorescent turn-on chemodosimeter for cyanide based on dual reversible and irreversible deprotonation of NH and CH groups

Journal

NEW JOURNAL OF CHEMISTRY
Volume 39, Issue 3, Pages 1968-1973

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4nj01675k

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Funding

  1. National Natural Science Foundation of China [21202099]
  2. Funding Scheme for Training Young Teachers in Shanghai Colleges [yyy11020]
  3. Project of Local University Ability Building of Shanghai Scientific and Technological Committee [11520502600]
  4. Opening Fund of Shanghai Key Laboratory of Chemical Biology [SKLCB-2013-05]

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A new fluorescent turn-on cyanide chemodosimeter 5 was developed for the first time based on the irreversible deprotonation/oxidation of the CH group followed by the reversible deprotonation of the NH group, with high selectivity and dramatic red-shifted absorption (approximate to 263 nm). The photoinduced electron transfer (PET) is prevented by the irreversible process, which results in coplanar geometry between indole and naphthalimide causing enhancement of fluorescence.

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