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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 13, Number 2
BKCSDE 13(2)
February 20, 1992 

Excited State Intramolecular Proton Transfer and Physical Properties of 7-Hydroxyquinoline
Wee-Kyeong Kang, Sung-June Cho, Minyung Lee, Dong-Ho Kim, Ryong Ryoo, Kyung-Hoon Jung, Du-Jeon Jang*
The excited state intramolecular proton transfer and physical properties of 7-hydroxyquinoline are studied in various solutions and heterogeneous systems by measuring steady state and time-resolved fluorescence, reflection and NMR spectra. Proton transfer is observed only in protic solvents owing to its requirement of hydrogen-bonded solvent bridge for proton relay transfer. The activation energies of the proton transfer are 2.3 and 5.4 kJ/mol in CH3OH and in CH3OD, respectively. Dimers of normal molecules are stable in microcrystalline powder form and undergo an extremely fast concerted double proton transfer upon absorption of a photon, consequently forming dimers of tautomer molecules. In the supercage of zeolite NaY, its tautomeric form is stable in the ground state and does not show any proton transfer.
140 - 145
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