Photodissociation of α-naphthol in solution: influence of hydrogen bonding
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics
- Vol. 71, 1100-1108
- https://doi.org/10.1039/f29757101100
Abstract
The photodissociation of α-naphthol in liquid solutions was studied by flash photolysis. The transient absorption spectra in n-hexane, isooctane and carbon tetrachloride solutions decay bimolecularly and are attributed mainly to the α-naphthoxyl radical: the spectra obtained on adding proton acceptors Et2O, dioxan or THF to n-hexane are different and decay unimolecularly; they are assigned to α-naphthol triplet-triplet transitions. Results with added acetophenone as triplet energy donor to excite α-naphthol to the triplet state directly, with piperylene as triplet quencher, and with varying flash intensity show that radical formation proceeds monophotonically from the lowest triplet state of α-naphthol. Addition of Et2O to n-hexane solutions reduced radical formation but enhanced triplet formation and lifetime; these results along with a kinetic analysis suggest that photodissociation is suppressed by hydrogen bonding of triplet α-naphthol to proton acceptors such as Et2O.Keywords
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