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Solution conformations of 1‐anilinonaphthalene‐8‐sulphonate
Author(s) -
Mendz George L.,
Vandenberg Robert J.,
EasterbrookSmith Simon B.
Publication year - 1990
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260280204
Subject(s) - chemistry , aqueous solution , solvent , nuclear overhauser effect , relaxation (psychology) , benzene , hydrogen bond , nuclear magnetic resonance spectroscopy , crystallography , ion , paramagnetism , spin–lattice relaxation , rotational diffusion , stereochemistry , molecule , organic chemistry , psychology , social psychology , physics , quantum mechanics
The Conformations and dynamics of 1‐anilinonaphthalene‐8‐(ANS) in solutions of solvents with different polarities and hydrogen‐bonding properties were investigated by high‐resolution 1 H and 13 C NMR spectroscopy. Two‐dimensional correlated spectrocopy, tirations with paramagnetic ions and one‐dimensional spin‐decoupling techniques were employed t assign the spectra observed from both nuclei. Nuclear Overhauser effect data provided evidence that the fluorohore adopts compact conformations in the more pola solvents. 13 C spin‐lattice relaxation times indicated that the benzene ring of ANS has a degree of internal mobility in the solutions of all the solvents studied. Measurement of Stokes shifts in different solvents that the special fluorescence properties of ANS in aqueous solutions arise from the proton donor character of the solvent rather than from its polarity or the conformational flexibility of the fluorophore.