ORGN 577 |
| The six trideuteriopyridine isomers (1-6) can be arranged into two triads each with three isomers which interconvert upon irradiation at 254 nm in the vapor phase. No inter-triad interconversions were detected. We also report that the three isomeric tetradeuteriopyridine isomers (7-10) also constitute a photochemical triad. Thus, irradiation of any one isomer at 254 nm in the vapor phase results in the formation of the other two isomers. A mechanism involving electrocyclic ring closure, nitrogen migration, and rearomatization will be presented to rationalize these phototranspositions.
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Asymmetric Reactions, Heterocycles, Aromatics, Combinatorial, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 31 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
