2008
DOI: 10.1021/ja078308e
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A Rational Approach to Fluorescence “Turn-On” Sensing of α-Amino-carboxylates

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Cited by 101 publications
(31 citation statements)
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“…In the case of 1, the HOMO electrons are delocalized over the whole molecule, and HOMO-LUMO excitation partly moves the electron density distribution from 4-(N,N-dimethylamino)benzamide fluorophore to the salicylaldehyde hydrazone moiety, thus leading to weak fluorescence. However, in the case of cyanide adduct of 1, HOMO-LUMO excitation completely moves the electron density distribution from phenoxide anion to 4-(N,N-dimethylamino)benzamide fluorophore; hence, the excited electrons would decay by emitting strong fluorescence [40]. The calculated data also corroborate the experimental results (Fig.…”
Section: Resultssupporting
confidence: 83%
See 1 more Smart Citation
“…In the case of 1, the HOMO electrons are delocalized over the whole molecule, and HOMO-LUMO excitation partly moves the electron density distribution from 4-(N,N-dimethylamino)benzamide fluorophore to the salicylaldehyde hydrazone moiety, thus leading to weak fluorescence. However, in the case of cyanide adduct of 1, HOMO-LUMO excitation completely moves the electron density distribution from phenoxide anion to 4-(N,N-dimethylamino)benzamide fluorophore; hence, the excited electrons would decay by emitting strong fluorescence [40]. The calculated data also corroborate the experimental results (Fig.…”
Section: Resultssupporting
confidence: 83%
“…In the presence of such an intramolecular hydrogen-bond network that interacts with the lone pair of the carbonyl oxygen, the energy of the n* state (a radiationless channel) would be raised so that the emission from the -* transition of the fluorophore would be restored, leading to a substantial fluorescence enhancement [36]. In addition, the intramolecular hydrogen-bond network seems also to induce a conformational rigidity of the adduct, thereby resulting in the fluorescence enhancement because of inhibiting vibrational and rotational relaxation modes of nonradiative decay [37][38][39][40].…”
Section: Resultsmentioning
confidence: 99%
“…[1][2][3][4][5][6] Colorimetric sensing of a specific anion is a particularly attractive research topic because of its simplicity and naked eyes detectable nature, which allows visual detection of anions without resort to expensive spectroscopic instrumentation. 1,2,[7][8][9][10][11][12][13][14][15][16][17][18][19][20][21] Dicarboxylates are among the most attractive targets for anion recognition and sensing due to their critical roles in numerous metabolic processes such as the generation of highenergy phosphate bonds and the biosynthesis of important intermediates. 22,23 Detection of oxalate is particularly useful in food chemistry and in clinical analysis.…”
Section: Introductionmentioning
confidence: 99%
“…The synthesis was designed integrating and optimizing some procedures previously reported by Ryu et al 20 and Mohebbi et al 21 for intermediates 3-6. The imine formation with 4,5-dihydro-1H-imidazol-2-yl-hydrazine in isopropanol in presence of methanesulfonic acid gave the final product Ant1,5-Ro.…”
Section: Synthesis Of Constrained Derivativesmentioning
confidence: 99%