Publications (2)5.86 Total impact
Article: A fluorescent dipyrrinone oxime for the detection of pesticides and other organophosphates.[show abstract] [hide abstract]
ABSTRACT: An N,N-carbonyl-bridged dipyrrinone oxime has been synthesized and studied as a potential sensor for organophosphates. The molecular sensor underwent a drastic colorimetric response upon formation of the adduct. The pesticide dimethoate was found to produce the biggest spectral response, with a limit of detection equal to 4.0 ppm using UV-visible spectroscopy. Minimal fluorescence "turn on" via a PET mechanism was seen, and molecular modeling studies were used to explain the lower than expected PET response. The X-ray crystal structure of the fluorescent dipyrrinone oxime was also obtained.Organic Letters 05/2012; 14(11):2686-9. · 5.86 Impact Factor
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ABSTRACT: We present our investigations of 2-ethyl-3-methyl-(10H)-dipyrrin-1-one, its self-association, and anion binding properties. This receptor is easily accessible in a facile single step synthesis with a straightforward workup. An examination of the concentration dependence of the dipyrrinone NH chemical shifts in CDCl3 and (CDCl2)2 over the temperature range from −20 °C to 100 °C determined the self-association constant to be 3850 M−1. Molecular recognition studies have shown that it has a preference for guests with an OH moiety, such as hydrogen sulfate (HSO4−) and carboxylic acids (RCO2H).Graphical abstractTetrahedron. 63(52):12994-12999.