98779-08-9Relevant academic research and scientific papers
Upper Excited-State Reactions of α,β-Unsaturated Thiones: Photocycloaddition to Electron-Deficient Olefins
Rao, Varanasi Pushkara,Ramamurthy, Vaidhyanathan
, p. 5009 - 5012 (1985)
Thioenone 1 upon excitation to S2 in presence of electron-deficient olefins yields thietanes and the cycloaddition is found to be stereospecific, regioselective, and site specific.
Photochemistry of α,β-Unsaturated Thiones: Cycloaddition to Electron-Deficient Olefins from Higher Excited States
Rao, V. Pushkara,Ramamurthy, V.
, p. 332 - 339 (1988)
Electron-deficient olefins add to thioenone 1 upon ??* excitation.Cycloaddition occurs to the thiocarbonyl chromophore preferentially from the less-hindered side to yield thietanes.Thietane formation is stereospecific and regioselective.This addition has been inferred to originate from the second excited singlet, S2(??*), state.The exciplex intermediacy has been inferred from the dependence of the fluorescence quenching rate constant on the electron-acceptor properties of the olefin.The observed site specificity and regioselectivity are rationalized on the basis of PMO theory.The observed photochemical behavior of thioenone is different from that of enones.
