Colorimetric and Fluorescent Recognition of Fluoride by a Binaphthol Thioureido Derivative

Abstract

A new thiourea based receptor (1) was synthesized and applied to fluoride ion recognition in acetonitrile solution. Receptor 1 displayed dual changes in absorption and fluorescence emission intensities selectively for fluoride ions. The interaction of 1 with fluoride undergoes a deprotonation process that is confirmed by 1 H NMR titration.

Fluorescence and Colorimetric Chemosensors for Fluoride-Ion Detection

“…A new binaphthol thiourea derivative 90 (Figure 38) was prepared and demonstrated to be a fluoride-ion sensor by Tang et al 105 Upon addition of F − , the color of a CH 3 CN solution of 90 changes from colorless to yellow, and the absorption maximum red shifts from 340 to 414 nm. Concurrently, a gradual increase in the intensity of fluorescence at 338 nm takes place.…”

A New Thiosemicarbazone-Based Fluorescence “Turn-on” Sensor for Zn2+ Recognition with a Large Stokes Shift and its Application in Live Cell Imaging

“…During the past decades, numerous thiosemicarbazonebased compounds as well as their metal complexes have been extensively investigated because of their pharmacological activities [11][12][13][14][15][16]. Recently, utilization of thiosemicarbazonebased chemosensors for selective detection of metal ions [17][18][19][20] and anions [18,[21][22][23] have received increasing attention in that thiosemicarbazone can provide both hydrogen binding sites and coordination sites. However, thiosemicarbazonebased fluorescent sensors for Zn 2+ are still rare [23][24][25].…”

Synthesis of a BINOL Derivative Fluorescent Sensor S-N,N'-(2,2'-dimethoxy-[1,1'-binaphthalene] -6,6'-diyl)bis (ethane-1,2-diamine)

“…As the advantages of highly sensitivity, highly selectivity and convenient operation, fluorescent probe is widely used for detecting of cation, anion and neutral molecule [1][2][3][4][5][6]. Optically active fluorescent sensors are also having increased attentions because they can provide real time analysis for the enantiomeric composition of chiral compounds and enhance the sensitivity in the detection of chiral substrates [7][8][9][10][11][12][13][14][15].1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol, popularly known as BINOL, has the phenomenon of atropisomerism, one stereoisomerism finding in systems where the rotation around a single bond which is restricted to yield different stereoisomers. Among the enantioselective fluorescent sensors synthesized, which based on chiral structure of 1,10-bi-2-naphthol (BINOL) have been highly investigated, and a few highly enantioselective fluores-cent sensors have been found for the recognition of R-hydroxycarboxylic acids, chiral amines, amino acids and amino alcohols.…”