Unusual redox behavior in the photoinduced electron-transfer reactions of amino ketones

Journal Article · Wed Nov 04 00:00:00 EST 1992 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/ja00049a010· OSTI ID:569219

Bergmark, W R; Whitten, D G ^[1]; DeWan, C ^[2]

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1. Ithaca College, NY (United States)
2. Univ. of Rochester, NY (United States)

Irradiation of a wet benzene solution of 1,2-diphenyl-2-piperidino-1-ethanome and 9,10-dicyanoanthracene leads to the formation of benzil and deoxybenzoin. We have interpreted these products as arising from deprotonation leading to net oxidation coupled with reductive elimination. The latter pathway is noteworthy in that we show reductive elimination of an electron donor can be a chief consequence of photochemical single electron transfer (SET) quenching. 22 refs., 3 figs., 1 tab.

• Sponsoring Organization: USDOE
• DOE Contract Number: FG02-86ER13504
• OSTI ID: 569219
• Journal Information: Journal of the American Chemical Society, Vol. 114, Issue 23; Other Information: PBD: 4 Nov 1992
• Country of Publication: United States
• Language: English

Related Subjects

40 CHEMISTRY
KETONES
QUENCHING
SYNTHESIS
REDUCTION
PHOTOCHEMICAL REACTIONS
FRAGMENTATION
REDOX REACTIONS
CHEMICAL REACTION YIELD
AQUEOUS SOLUTIONS
IRRADIATION
ELECTRON TRANSFER
BENZENE
OXIDATION
NMR SPECTRA