Arylalkenes, electrophilic addition

Yukawa-Tsuno correlations for electrophilic addition of alkenes 322 Hydration of arylalkenes 322 Bromination of arylalkenes 326... 

Electrophilic addition reactions are some of the most important processes (21) involving a cationic transition state or intermediate. The acid-catalysed hydration of arylalkenes such as styrene [32] is typical of such processes... 

Arylalkene bromination is a typical electrophilic addition to form an a-carbocation, but markedly non-linear structure-reactivity relationships were observed for brominations of styrene [32], trans-stilbene [37] and a-methylstilbene [38] (Ruasse and Dubois, 1972, 1974 Ruasse et al., 1978 Ruasse and Argile, 1983). Some of these curvatures could not be interpreted directly by the Y-T equation but some were related to a mechanistic changeover based on a multipathway scheme (Ruasse, 1990). Three pathways leading to the and carbocations and to the bromonium ion in the bromination of trans-stilbene (Ruasse and Dubois, 1972, 1974) are shown in Scheme 10. 

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