Abstract | EPR spectra are reported for the radicals formed by addition of CF3·, Me3Sn·, and (EtO)2PO radicals to the C=S double bond of some thioesters and to the C=Se double bond of some selenoesters. The radicals formed by addition to thioacetate, selenoacetate, and related selenoesters adopt, for steric reasons, a conformation in which the added radical is in the eclipsed position with respect to the Cα 2pz orbital. Most radicals formed by addition to thioformates and selenoformates adopt a partly staggered conformation in which the added radical lies between the eclipsed position and the Cα 2pz nodal plane. |
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