Issue 33, 2012
From the journal:

Chemical Communications

Colorimetric detection of trace water in tetrahydrofuran using N,N′-substituted oxoporphyrinogens†‡

Shinsuke Ishihara,a   Jan Labuta,a   Tomáš Šikorský,bc   Jaroslav V. Burda,d   Naoko Okamoto,a   Hideki Abe,e   Katsuhiko Arigaaf  and  Jonathan P. Hill*af  

* Corresponding authors

a International Center for Materials Nanoarchitectonics (MANA), National Institute for Materials Science (NIMS), Namiki 1-1, Tsukuba, Ibaraki 305-0044, Japan
E-mail: Jonathan.Hill@nims.go.jp

b Department of Macromolecular Physics, Charles University, V Holešovičkách 2, 180 00 Prague 8, Czech Republic

c CEITEC—Central European Institute of Technology, Masaryk University, CZ-62500 Brno, Czech Republic

d Department of Chemical Physics and Optics, Charles University, Ke Karlovu 3, 121 16 Prague 2, Czech Republic

e Research Unit for Environmental Remediation Materials, NIMS, Namiki 1-1, Tsukuba, Ibaraki 305-0044, Japan

f JST-CREST, Namiki 1-1, Tsukuba, Ibaraki 305-0044, Japan

Abstract

Oxoporphyrinogens (OxPs) bind water molecules at pyrrolic NH and quinonoid carbonyl groups leading to visible colour changes due to variation in the π-electronic structure of OxPs. Introduction of hydrophilic substituents at two pyrrole NH groups improves sensitivity to H2O, and one OxP derivative is a colorimetric indicator of trace H2O (∼50 ppm) in THF.

Graphical abstract: Colorimetric detection of trace water in tetrahydrofuran using N,N′-substituted oxoporphyrinogens

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Article information

DOI
https://doi.org/10.1039/C2CC31118F
Article type
Communication
Submitted
15 Feb 2012
Accepted
28 Feb 2012
First published
01 Mar 2012

Chem. Commun., 2012,48, 3933-3935

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Colorimetric detection of trace water in tetrahydrofuran using N,N′-substituted oxoporphyrinogens

S. Ishihara, J. Labuta, T. Šikorský, J. V. Burda, N. Okamoto, H. Abe, K. Ariga and J. P. Hill, Chem. Commun., 2012, 48, 3933 DOI: 10.1039/C2CC31118F

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