Britta Lohmeyer, P. Margaretha
Jul 28, 2005
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0
Influential Citations
3
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Journal
Photochemical & Photobiological Sciences
Abstract
5,5-Dimethylcyclohex-2-enone ( 1a ) photocycloadds to ethylidenemalononitrile ( 2a ) to give 5-oxobicyclo[4.2.0]octane- 7,7-dicarbonitriles with slight preference, in analogy to results already described for light induced reactions between cyclohexenones and acrylonitrile (AN). In contrast, irradiation of 1a in the presence of isopropylidenemalononitrile ( 2b ) leads to selective formation of the (opposed) 2-oxo regioisomers. Similar trends in product distribution regarding the orientation of addition are also observed in light-induced reactions of 2-alkynylcyclohexenone 1b with either 2a or 2b .