Christopher J Abelt

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The synthesis and photophysical properties of 7-(dimethylamino)-3,4-dihydrophenanthren-1(2H)-one (7) and 3-(dimethylamino)-8,9,10,11-tetrahydro-7H-cyclohepta[a]naphthalen-7-one (8) are reported. These compounds possess a cycloalkanone substructure that controls the extent of twisting of the carbonyl group. The six-membered ring in 7 forces the carbonyl(More)
Two extrinsic fluorescent probes, 3-(dimethylamino)-8,9,10,11-tetrahydro-7H-cyclohepta[a]naphthalen-7-one (1) and 7-(dimethylamino)-2,3-dihydrophenanthren-4(1H)-one (2), are used to probe the unfolding of human serum albumin by sodium dodecyl sulfate (SDS). These probes respond separately to the polarity and H-bond-donating ability of their surroundings.(More)
Derivatives of 2-propionyl-6-dimethylaminonaphthalene (PRODAN) with twisted carbonyl groups were investigated as highly responsive sensors of H-bond donating ability. The PRODAN derivative bearing a pivaloyl group (4) was prepared. The torsion angle between the carbonyl and naphthalene is 26° in the crystal. It shows solvatochromism that is similar to five(More)
The synthesis and photophysical properties of 7-cyano-3,4-dihydro-2H-1,4-ethano-benzo[g]quinoline and 3,4-dihydro-2H-1,4-ethano-7-propionyl-benzo[g]quinoline are reported. These compounds possess a quinuclidine substructure that locks the tertiary amino group perpendicular to the naphthalene ring. Their excited states are models for the twisted excited(More)
The preparations of 1-(6-(dimethylamino)naphthalen-1-yl)propan-1-one (2,5-PRODAN, 2) and 7-(dimethylamino)-2,3-dihydrophenanthren-4(1H)-one 3 are described. The photophysical properties of these compounds are characterized and compared with those of PRODAN. Both compounds show solvatochromism that is similar in magnitude to PRODAN with a quantum yield that(More)
We have synthesized a series of 2-aminoethoxydiphenyl borate (2-APB, 2,2-diphenyl-1,3,2-oxazaborolidine) analogs and tested their ability to inhibit thrombin-induced Ca(2+) influx in human platelets. The analogs were either synthesized by adding various substituents to the oxazaborolidine ring (methyl, dimethyl, tert-butyl, phenyl, methyl phenyl, and(More)
The local solvent acidities (SA scale) of six 6-carbonyl-2-aminonaphthalene derivatives as β-cyclodextrin complexes in water are determined through fluorescence quenching. The local polarities (E(T)(N) scale) are determined through the shift of the emission center-of-mass. The apparent SA values reflect the solvent structure surrounding the guest’s carbonyl(More)
The Rosés and Bosch model for preferential solvation is used to analyze the fluorescence behavior of two PRODAN derivatives in binary solvents with one or two protic components. The preferential solvation results suggest that the excited PRODAN derivatives form two H-bonds. The model allows for determining the characteristics of the singly H-bonded excited(More)
The syntheses and photophysical properties of 1-(5-methylhexyl)-2,3,7,8-tetrahydro-1H-naphtho[2,1-e]indol-9(6H)-one (7a) and 1-(5-methylhexyl)-2,3,8,9-tetrahydro-1H-naphtho[2,1-e]indol-6(7H)-one (7b) are reported. They are prepared in eight steps from the corresponding bromonaphthylamines. These fluorescent compounds have PRODAN-like cores, and they are(More)
A facile ambient temperature route to the fabrication of surface silver-metallized polyimide films is described. Silver(I) trifluoromethanesulfonate or silver(I) nitrate and a polyimide, derived from 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride and an equimolar amount of 4,4'-oxydianiline and 3,5-diaminobenzoic acid, were dissolved together in(More)