107898-00-0Relevant articles and documents
PHOTO- AND THERMOCHROMIC SPIRANS. XVII. TAUTOMERISM AND PHOTOINDUCED ISOMERIZATIONS OF ALDONITRONE VINYLOGS
Metelitsa, A. V.,Lyashik, O. T.,Volbushko, N. V.,Andreeva, I. M.,Knyazhanskii, M. I.,et al.
, p. 1302 - 1310 (2007/10/02)
Nitrones of o-hydroxycinnamaldehyde and its benzoannelated derivatives were prepared.A benzoid-quinoid tautomeric equilibrium was observed for 3-(1-hydroxy-4-methyl-2-naphthyl)propenal and 3-(1-hydroxy-4-naphthyl)-propenal nitrones in a polar solvent.On irradiation of o-cetyl derivatives (77-293 deg K), oxaziranes are formed and reversible cis-trans-isomerization reactions with respect to the CH=CH bond are recorded.In the case of hydroxynitrones, the phototransformations are due to a proton transfer from the hydroxylic group to the nitrogen oxide group, followed by cyclization, leading to isomers with a cyclic 2H-chromene structure.