Near-infrared electrochemiluminescence in water through regioselective sulfonation of diaza [4] and [6]helicene dyes
Author(s) -
Haidong Li,
Romain Duwald,
Simon Pascal,
Silvia Voci,
Céline Besnard,
Johann Bosson,
Laurent Bouffier,
Jérôme Lacour,
Nešo Šojić
Publication year - 2020
Publication title -
chemical communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.837
H-Index - 333
eISSN - 1364-548X
pISSN - 1359-7345
DOI - 10.1039/d0cc04156d
Subject(s) - helicene , electrochemiluminescence , regioselectivity , chemistry , photochemistry , organic chemistry , molecule , electrode , catalysis
A series of water-soluble helicene dyes generating intense electrochemiluminescence (ECL) signal in physiological conditions is reported. Those species were prepared using diaza [4] and [6]helicenes as structural cores modified with sulfonate groups in various positions. Such groups improve their water solubility and can induce a red-shifted emission. Efficient ECL up to the near-infrared is achieved in water, demonstrating a viable strategy for the design of new near-infrared ECL dyes for bioassays and microscopy.
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