Synthesis, characterization, and evaluation of rhodamine based sensors for nerve gas mimics

• Published in: Tetrahedron Vol. 67; no. 16; pp. 2833 - 2838
• Main Authors: Weerasinghe, Aruna J., Schmiesing, Carla, Sinn, Ekkehard
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 22.04.2011; Elsevier
• Subjects: Chemistry; Chemistry, Organic; Coordination compounds; Dimethyl; Exact sciences and technology; Fluorescence; Heterocyclic compounds; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms; Inorganic chemistry and origins of life; Metal ions; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; Selectivity; Sensors; Synthesis (chemistry); Tetrahedrons; FLUORESCENT; CHEMOSENSOR; HIGH SELECTIVITY; DEGRADATION-PRODUCTS; CU(II); CHEMICAL WARFARE AGENTS; IONS; BIOSENSOR; AQUEOUS-SOLUTION; CHEMODOSIMETER; Copper II; Complexation; Rhodamine; Nickel II; Potassium ion; Zinc II; Measurement sensor; Mercury II; Metal ion; Manganese II; Selectivity; Spiran; Zinc II Compounds; Characterization; Iron II Ions; Calcium ion; Cobalt II; Sodium ion; Cadmium II Compounds; Aqueous solution; Fluorescent compound; Chemical synthesis; Xanthene dye; Lead II Compounds
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2011.02.041

Six new rhodamine-B based compounds were synthesized ( 1– 6) and used as fluorescent turn-ON sensors for diethyl chlorophosphate (DCP) in aqueous media at pH 7.0. Compound 1 and 3 gave high fluorescent enhancement with DCP compared to the other compounds. Very high selectivity and sensitivity were observed as these compounds did not show significant fluorescent enhancement with dimethyl methylphosphonate (DMMP), HCl, and metal ions, such as Na +, K +, Ca 2+, Cr 3+, Mn 2+, Fe 2+, Co 2+, Ni 2+, Cu 2+, Zn 2+, Cd 2+, Hg 2+, Pb 2+. Depending on the way the sensor is presented, results are instantaneous or observed over some minutes. [Display omitted]