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

Chem Commun (Camb). 2012 Apr 25;48(33):3933-5. doi: 10.1039/c2cc31118f. Epub 2012 Mar 16.

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 H(2)O, and one OxP derivative is a colorimetric indicator of trace H(2)O (~50 ppm) in THF.