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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
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The photochemical addition of 2,2,2-trifluoroethanol to methoxy-substituted stilbenes
Jeffrey C Roberts1, James A Pincock
1Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J3.
Abstract:
The excited-state lifetime of the trans-stilbene chromophore in acetonitrile is prolonged by methoxy substituents in the meta positions. The long-lived singlet excited state of trans-3,5-dimethoxystilbene (trans-2d) is quenched upon the addition of 2,2,2-trifluoroethanol (TFE), and the Markovnikov ether is observed as the major product from steady-state irradiations. The results indicate that the reaction pathway proceeds through a carbocation intermediate.
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