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A New Spirobifluorene-Bridged Bipolar System for a Nitric Oxide Turn-On Fluorescent Probe
Author(s) -
LiYen Lin,
Xiauo-Yun Lin,
Francis Lin,
KenTsung Wong
Publication year - 2011
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol200463m
Subject(s) - chemistry , fluorescence , biphenyl , photochemistry , oxadiazole , photoinduced electron transfer , conjugated system , molecule , nitric oxide , electron transfer , turn (biochemistry) , oxide , organic chemistry , polymer , biochemistry , physics , quantum mechanics
A new spirobifluorene-bridged bipolar molecule (EDADO) as a nitric oxide (NO) turn-on fluorescent probe was designed and synthesized. The fluorescence of EDADO is strongly quenched by photoinduced electron transfer (PET) from the electron-donating o-phenylenediamine-containing biphenyl branch to the orthogonally arranged electron-accepting 1,3,4-oxadiazole-containing conjugated oligoaryl system. Upon reacting with NO, EDADO is converted to EDADO-T, which exhibits strong fluorescence due to the suppression of PET.

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