Abstract

σ+ Substituent constants for the ortho- and para-vinyl group have been determined by the application of the linear free-energy relationship to the nitration of the β-substituted styrene derivatives.Energy changes (relative to benzene system) for the proton and hydride ion transfer to individual positions in the styrene molecule have been calculated. Both approaches indicate that the vinyl group is capable of stabilizing both positively and negatively charged transition states. The interactions of the vinyl group with other substituents in the phenyl ring are also determined. Again, stabilizing effects with respect to both π-donor and π-acceptor substituents have been demonstrated for the vinyl group.

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