A Fluorescent Dipyrrinone Oxime for the Detection of Pesticides and Other Organophosphates

Document Type

Article

Publication Date

1-1-2012

Department

Chemistry and Biochemistry

School

Mathematics and Natural Sciences

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.

Publication Title

Organic Letters

Volume

14

Issue

11

First Page

2686

Last Page

2689

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