ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
Proton transfer processes in both the ground and excited states in anils of aromatic α-hydroxyaldehydes (salicylaldehyde, 2-hydroxynaphthalene-1-carbaldehyde and the novel 10-hydroxyphenanthrene-9-carbaldehyde) have been studied by a combination of spectroscopic techniques. Solution 1H and 13C NMR is used to establish the position of the tautomeric equilibria. UV-visible absorption and fluorescence spectral data help to characterize the existence, in all cases, of excited-state intramolecular proton transfer (ESIPT) pheonmena. Semi-empirical calculations involving full geometry optimization and calculation of heats of formation for the ground state (AM1) and vertical excitation energies and oscillator strengths (INDO/S) are in agreement with the experimental observations.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610081104
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