Photochemistry and photophysics of ketyl radicals containing the anthrone moiety

Journal Article · Wed May 23 04:00:00 EDT 1990 · Journal of the American Chemical Society; (USA)

DOI:https://doi.org/10.1021/ja00167a053· OSTI ID:6652192

Netto-Ferreira, J C; Murphy, W F; Redmond, R W; Scaiano, J C ^[1]

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1. National Research Council of Canada, Ottawa, Ontario (Canada)

The photochemistry of several ketones containing an anthrone moiety has been employed to produce the corresponding ketyl radicals 1-4 by photoreduction in the presence of suitable hydrogen donors. The excited-state behavior of these radicals has been examined with use of two-laser, two-color techniques. The lifetimes for the excited ketyl radicals, ranging from 7.9 ns for 3 to 33 ns for 2, are longer than that observed for benzophenone ketyl, thus suggesting that conformational restrictions play a key role in controlling excited radical lifetimes. In the case of 3 the dominant mode of decay involves loss of a benzyl radical from the 10-position, while for 1 and 2 the process involves the loss of a hydrogen atom from the hydroxylic position; in the case of 2 this has been confirmed by Raman spectroscopy. The quantum yields of radical photobleaching are 0.20, 0.46, and 0.75 for 1, 2, and 3, respectively, while 4 is essentially photostable.

• OSTI ID: 6652192
• Journal Information: Journal of the American Chemical Society; (USA), Journal Name: Journal of the American Chemical Society; (USA) Vol. 112:11; ISSN 0002-7863; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400500* -- Photochemistry
CHEMISTRY
DATA
DATA ANALYSIS
ENERGY LEVELS
EXCITED STATES
EXPERIMENTAL DATA
INFORMATION
KETONES
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
PHOTOCHEMISTRY
RADICALS