Erratum: Colorimetric signaling of hydrogen sulfide by reduction of a phenylseleno-nitrobenzoxadiazole derivative (Dyes and Pigments (2013) 99 (748-752))

Full text of DOI:10.1016/j.dyepig.2013.10.018

Dyes and Pigments 103 (2014) 228e229
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Dyes and Pigments
journal homepage: www.elsevier.com/locate/dyepig
Corrigendum
Corrigendum to “Colorimetric signaling of hydrogen sulfide by
reduction of a phenylseleno-nitrobenzoxadiazole derivative”
[Dyes Pigment 99 (2013) 748e752]
*
Jihee Bae, Myung Gil Choi, Jiyoung Choi, Suk-Kyu Chang
Department of Chemistry, Chung-Ang University, Seoul 156-756, Republic of Korea
With the aid of recently published results (L.A. Montoya, et al., J Org Chem 2013;78:6550e6557), we have now found that the signaling
event is due to the nucleophilic cleavage of the probe rather than the reduction of nitro group of the NBD function as we originally thought.
Owing to our misinterpretation, all of the signaling mechanism in this paper has erroneously been discussed as a reduction that should be
corrected to a nucleophilic substitution reaction. As a result the following corrections should be made:
The title is corrected to read:
Colorimetric signaling of hydrogen sulfide by a phenylseleno-nitrobenzoxadiazole derivative.
The first four lines of the abstract are corrected to read:
A new reaction-based probe for the colorimetric signaling of hydrogen sulfide was developed. Nucleophilic displacement of the sele-
noether group of the probe resulted in pronounced chromogenic signaling in the form of a yellow to pink color change. The transformation
was confirmed by 1H NMR spectroscopy.
Page 749: Lines 2e11 are corrected to read:
The hydrogen sulfide signaling is based on the nucleophilic displacement of the selenoether group from the probe resulting in a sig-
nificant change in the absorption profile. Cleavage of the bridging selenoether group by hydrogen sulfide was selective and resulted in a
readily discernible colorimetric signal.
Page 750: Column 2, second paragraph, lines 1e2 are corrected to read:
Signaling was due to the cleavage of the selenoether moiety of 3 (Scheme 2).
Scheme 2 is corrected to read:
Page 751, Column 1, first paragraph, last five lines are corrected to read:
The large difference in the signaling behavior of NBD-based probes 1-3 might be due to the different electronic effects of the oxygen,
sulfur, and selenium atoms of the bridging ether moiety on the hydrogen sulfide induced cleavage of the bridging ether moiety [38].
Page 752, Conclusion is corrected to read:
A new reaction-based hydrogen sulfide signaling probe based on phenylseleno-NBD was investigated. Nucleophilic cleavage of the
selenoether group of the phenylseleno-NBD probe by H2S resulted in selective colorimetric signaling behavior in 50% aqueous DMSO so-
lution. Signaling was not affected by the presence of common anions or metal ions. The designed probe, which is based on the nucleophilic
DOI of original article: http://dx.doi.org/10.1016/j.dyepig.2013.06.018.
* Corresponding author. Tel.: þ82 2 820 5199.
E-mail address: skchang@cau.ac.kr (S.-K. Chang).
0143-7208/$ e see front matter Ó 2013 Elsevier Ltd. All rights reserved.
http://dx.doi.org/10.1016/j.dyepig.2013.10.018

J. Bae et al. / Dyes and Pigments 103 (2014) 228e229
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cleavage of the selenoether group, could be useful for the construction of selective switching or signaling systems for other important
reducing agents.
Reference [38] should be added:
[38] Montoya LA, Pearce TF, Hansen RJ, Zakharov LN, Pluth MD. Development of selective colorimetric probes for hydrogen sulfide based
on nucleophilic aromatic substitution. J Org Chem 2013;78:6550e7.