109183-38-2Relevant academic research and scientific papers
Mechanism of Intramolecular Photocycloadditions of Cyclooctenones
Pirrung, Michael C.,Webster, Nicholas J. G.
, p. 3603 - 3613 (2007/10/02)
The intramolecular photochemical cycloadditions of a number of 4'-substituted (3'-butenyloxy)-cyclooctenones have been studied.Two classes of substrates were found.One class (phenyl- and vinyl-substituted) forms adducts in an efficient reaction, while the rest of the compounds from photoproducts slowly and in low yield.The behavior of a carbon analogue shows that rotational relaxation of the cyclooctenone triplet is faster than cycloaddition.Based on quenching and sensitization studies, it has been suggested that the substituent effect is indicative of an enhanced rate of cyclization to form a 1,4-biradical.
