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

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Authors

ISHIHARA Shinsuke LABUTA Jan ŠIKORSKÝ Tomáš BURDA Jaroslav V. OKAMOTO Naoko ABE Hideki ARIGA Katsuhiko HILL Jonathan P

Year of publication 2012
Type Article in Periodical
Magazine / Source Chemical Communications
MU Faculty or unit

Central European Institute of Technology

Citation
Web http://pubs.rsc.org/en/content/articlelanding/2012/cc/c2cc31118f
Doi http://dx.doi.org/10.1039/c2cc31118f
Field Biochemistry
Keywords MAIN-GROUP THERMOCHEMISTRY; ORGANIC-SOLVENTS; NONCOVALENT INTERACTIONS; DYES; SOLVATOCHROMISM; OXIDATION; KINETICS
Description Oxoporphyrinogens (OxPs) bind water molecules at pyrrolic NH and quinonoid carbonyl groups leading to visible colour changes due to variation in the pi-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 (similar to 50 ppm) in THF.
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